Publications

@article{nokey,

title = {The crystal structure of (E)-3-((E)-3-(4-ethoxy-3-methoxyphenyl)-1-hydroxyallylidene) chroman-2,4-dione, C21H18O6},

author = {Suzana C. Janićević and Vidoslav S. Dekić and Biljana R. Dekić and Emilija T. Pecev Marinković and Niko S. Radulović and Milica G. Bogdanović and Marko V. Rodić},

url = {https://www.degruyter.com/document/doi/10.1515/ncrs-2024-0419/html},

doi = {10.1515/ncrs-2024-0419},

isbn = {2197-4578},

year  = {2024},

date = {2024-12-23},

urldate = {2024-12-23},

journal = {Zeitschrift für Kristallographie - New Crystal Structures},

abstract = {C21H18O6, triclinic, P -1 (no. 2), a = 7.2187(4) Å, b = 9.3833(7) Å, c = 13.6874(13) Å, α = 85.933(7)°, β = 81.991(7)°, γ = 69.983(7)°, V = 862.35(12) Å3, Z = 2, Rgt(F) = 0.0418, wRref(F2) = 0.1233, T = 295(2) K.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{nokey,

title = {Introducing a novel crystal form of pyruvic acid thiosemicarbazone and its sodium salt },

author = {Svetlana Belošević and Slađana B. Novaković and Marko V. Rodić and Vukadin M. Leovac and Ljiljana S. Vojinović-Ješić and Goran Bogdanović and Mirjana M. Radanović},

url = {https://www.shd-pub.org.rs/index.php/JSCS/article/view/12896},

doi = {10.2298/JSC240417050B },

issn = {1820-7421 / 0352-5139},

year  = {2024},

date = {2024-08-12},

urldate = {2024-08-12},

journal = {Journal of the Serbian Chemical Society},

volume = {89},

number = {1011},

issue = {7-8},

pages = {1023},

abstract = {The reaction of thiosemicarbazide and sodium pyruvate has been thoroughly studied and the novel crystal form of pyruvic acid thiosemicarbazone (H2pt) and its sodium salt were obtained. Compounds were characterized by IR spectra, melting points, elemental analysis and conductometric measurements, as well as single-crystal X-ray analysis. A detailed comparative analysis of crystal structures of these compounds is given, as well as comparison with some of the earlier known complexes containing H2pt. The two novel crystal structures exhibit notably different hydrogen bonding patterns, mutually and in comparison with previously reported crystal form of H2pt. All crystal structures are stabilized by extensive network of N–H...O, O–H...O and N–H...S hydrogen bonds. The cyclic hydrogen bonding motif involving the thioureido moieties of the ligand is the only one which repeats in each structure.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{https://doi.org/10.1002/adsc.202400253,

title = {Three Component Cascade Processes Involving Palladium Catalyzed Transformations/Dipolar Cycloadditions for the Synthesis of Angular Heterotriquinane Derivatives},

author = {Predrag Jovanović and Miloš Jovanović and Miloš Petkovic and Milena Simić and Gordana Tasić and Marko V. Rodić and Srdjan Rakić and Filip Vlahović and Vladimir Savić},

url = {https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202400253},

doi = {https://doi.org/10.1002/adsc.202400253},

issn = {1615-4150},

year  = {2024},

date = {2024-07-04},

urldate = {2024-07-18},

journal = {Advanced Synthesis & Catalysis},

volume = {366},

issue = {17},

pages = {3564-3571},

abstract = {Abstract Combining chemical reactivities of allenes and oximes created a methodology for the preparation of heterocyclic triquinane-type skeletons via a cascade process constructing four bonds in a single step. The initial reaction of allene moiety promoted by Pd-catalysis, affording π-allyl Pd-species, was followed by two additional transformations - nucleophilic displacement and dipolar cycloaddition - to furnish the product highly stereoselectively in moderate to good yields. For the process to be efficient, it was necessary to use a dipolarophilic component as a solvent. Intriguingly, while the reaction with cyclopentanone derived oxime progressed through the whole cascade, with cyclohexanone analogue it stopped at the nitrone stage, requiring an additional step to yield similar type of products. Some aspects of the studied cascade were examined by DFT.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{nokey,

title = { First total synthesis of asperilactone B. Revision of absolute stereochemistry of asperilactones B and C},

author = {Sanja Djokić and Goran Benedeković and Jelena Kesić and Marko V. Rodić and Mirjana Popsavin and Velimir Popsavin and Jovana Francuz},

url = {https://pubs.rsc.org/en/content/articlelanding/2024/ob/d4ob00583j},

doi = {10.1039/D4OB00583J},

isbn = {1477-0539},

year  = {2024},

date = {2024-05-10},

urldate = {2024-05-10},

journal = {Organic & Biomolecular Chemistry},

volume = {22},

issue = {24},

pages = {4864-4867},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{nokey,

title = {Synthesis and biological activity of thiophene bioisosteres of natural styryl lactone goniofufurone and related compounds},

author = {Mirjana Popsavin and Sanja Djokić and Ivana Kovačević and Slađana M. Stanisavljević and Vesna Kojić and Marko V. Rodić and Lidija Aleksić and Jelena Kesić and Bojana {Srećo Zelenović} and Velimir Popsavin and Dimitar S. Jakimov},

url = {https://www.sciencedirect.com/science/article/pii/S0223523424002204},

doi = {10.1016/j.ejmech.2024.116340},

year  = {2024},

date = {2024-03-21},

journal = {European Journal of Medicinal Chemistry},

pages = {116340},

abstract = {Ten new thiophene derivatives related to goniofufurone have been obtained by multistep synthesis starting from d-glucose. The critical step of the synthesis was the Grignard reaction of 2-thienyl magnesium bromide with a protected dialdose, yielding the C-5 epimeric thiophene derivatives 9 and 10. The mixture was oxidized to the 5-keto derivative 11, which after deprotection was converted to the corresponding keto-lactone 14. Stereoselective reduction of 14 afforded the thiophene mimic of goniofufurone 3. Esterification of 3 with cinnamic or 4-fluorocinnamic acid gave hybrids 5–7. Synthesized analogues were evaluated for their in vitro cytotoxicity against several tumour cell lines. The vast majority of them showed better activity than lead 1. In the culture of K562 cells, compound 3 was more active than the commercial antitumour drug doxorubicin. Structural features of analogues important for their antiproliferative activities were identified by SAR analysis. Pro-apoptotic potential examination of compound 3 on the K562 cell line was performed using flow cytometry, double fluorescence staining and apoptotic morphology screening. Results show that this derivative induces cell membrane disruptions attributable to apoptosis and induces the apoptotic morphology, but decreasing simultaneously the population of cells in the subG1 phase of the cell cycle. The results further suggest that analogue 3 achieves strong cytotoxicity without causing DNA fragmentation. This is clearly indicated by the relatively low incidence of micronuclei, as well as the SAR analysis of all biological effects.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{2024Selakovic,

title = {Cu(ii) complexes with a salicylaldehyde derivative and α-diimines as co-ligands: synthesis, characterization, biological activity. Experimental and theoretical approach},

author = {Snežana Selaković and Marko V. Rodić and Irena Novaković and Ivana Z. Matić and Tatjana Stanojković and Andrea Pirković and Lada Živković and Biljana Spremo-Potparević and Miloš Milčić and Vesna Medaković and Filitsa Dimiza and George Psomas and Katarina Anđelković and Maja Šumar-Ristović},

url = {https://pubs.rsc.org/en/content/articlelanding/2024/dt/d3dt03862a},

doi = {10.1039/D3DT03862A},

issn = {1477-9234},

year  = {2024},

date = {2024-02-14},

journal = {Dalton Transactions},

volume = {53},

issue = {6},

pages = {2770-2788 },

abstract = {Copper(II) complexes with an α-diimine show a wide variety of biological activities, such as antibacterial, antifungal, antioxidant and anticancer. In this work, we synthesized and structurally characterized two novel Cu(II) complexes with methyl 3-formyl-4-hydroxybenzoate (HL) and α-diimines: 2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen). Crystal structure analysis shows that the formulas of the compounds are [Cu(bipy)(L)(BF4)] (1) and [Cu(phen)(L)(H2O)](BF4)·H2O (2), with BF4− as a ligand in complex 1, which is rarely coordinated to metals. Both complexes have a square pyramidal geometry, while DFT calculations showed that the most stable structures of complexes 1 and 2 in a water/DMSO mixture are square-planar derivatives [Cu(bipy)(L)]+ and [Cu(phen)(L)]+. The antibacterial activity of compounds was evaluated in vitro on four Gram-negative and four Gram-positive bacterial strains. Complex 2 showed greater antibacterial activity towards all bacterial strains comparable to the control compound Amikacin. Complex 2 exerted a strong cytotoxic effect against the tested cancer cell lines (IC50 values ranging from 0.32 to 0.44 μM). Both complexes caused apoptotic cell death in HeLa cells and a noticeable in vitro antiangiogenic effect. In the concentration range of 5 to 100 μM, the complexes showed the absence of a genotoxic effect and displayed a protective effect against oxidative DNA damage induced by H2O2 in human peripheral blood cells. The interaction between the compounds and calf–thymus DNA was evaluated by diverse techniques suggesting a tight binding, which was also confirmed by molecular docking. In addition, it was found that the complexes bind tightly and reversibly to bovine and human serum albumin.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{inorganics12010004,

title = {Two isomers of a novel Ag(I) complex with pyrazole-type ligand—synthesis, structural, thermal, and antioxidative characterization},

author = {Nikola D. Radnović and Nađa Štetin and Mirjana M. Radanović and Ivana Đ. Borišev and Marko V. Rodić and Željko K. Jaćimović and Berta Barta Holló},

url = {https://www.mdpi.com/2304-6740/12/1/4},

doi = {10.3390/inorganics12010004},

issn = {2304-6740},

year  = {2024},

date = {2024-01-01},

urldate = {2024-01-01},

journal = {Inorganics},

volume = {12},

issue = {1},

pages = {4},

abstract = {The synthesis of the first Ag(I) complexes with ethyl-5-amino-1-methyl-1H-pyrazole-4-carboxylate (L) is presented. The reaction of AgClO4 with the ligand in a molar ratio of 1:1 gives a bis(ligand) complex [AgL2]ClO4 (1) in the presence of 4-formylbenzonitrile, monoperiodic polymer [AgL2]ClO4n (2). Characterization involved IR spectroscopy, conductometric measurements, thermogravimetric analysis, antioxidant tests, powder, and single crystal X-ray diffraction. Structural analysis revealed ligand coordination in a monodentate manner through the nitrogen atom of the pyrazole ring in both complexes. Complex 1 displayed a linear coordination environment for Ag(I), whereas, in complex 2, square-planar coordination was achieved with the additional involvement of two oxygen atoms from bridging perchlorate anions. Notably, the thermal properties of both isomers are found to be nearly identical. The significant antioxidant activity of the isomer with a reverse-oriented pyrazole-type ligand suggests its potential relevance in biological studies.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{2023Kostić,

title = {Synthesis and structural analysis of tetranuclear Zn(II) complex with 2,3-dihydroxybenzaldehyde-aminoguanidine},

author = {Marijana Kostić and Marko V. Rodić and Ljiljana S. Vojinović-Ješić and Mirjana M. Radanović},

url = {https://doiserbia.nb.rs/Article.aspx?id=0352-51392300067K},

doi = {10.2298/JSC230808067K },

issn = {1820-7421},

year  = {2023},

date = {2023-12-19},

urldate = {2023-12-19},

journal = {Journal of the Serbian Chemical Society},

volume = {88},

issue = {12},

pages = {1253-1264},

abstract = {Here we report a new Schiff base of aminoguanidine and 2,3-dihyd­roxybenzaldehyde (H2L) and its physicochemical characterization, along with an investigation into its coordination affinities towards zinc. By reacting zinc acetate with the chloride salt of the ligand in the MeCN–H2O solution, yellow single-crystals of tetranuclear, centrosymmetric complex, with the formula [Zn2(µ-L)(µ-OAc)2]2∙2MeCN, were obtained. The complex was characterized by IR spectroscopy, conductometry, elemental analysis, and single-crystal X-ray diffraction analysis. Notably, both nitrogen atoms of the aminoguanidine residue coordinate to the same zinc atom, while both deprotonated phenyl oxy­gen atoms achieve bridging coordination. Furthermore, two acetate anions bridge adjacent zinc atoms in addition to the Schiff base anion. Meaningful insights into the hierarchy and significance of intermolecular interactions within the crystal structure were gained by estimating the energies using the CrystalExplorer model. The calculations revealed that the crystal structure can be classified as a layer type, with notably stronger interactions occurring along the [001] and [011] directions.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{inorganics11110432,

title = {Synthesis, characterization, and impact of water on the stability of postmodified Schiff base containing metal–organic frameworks},

author = {Nikola D. Radnović and Chris S. Hawes and Branko B. Kordić and Milica G. Bogdanović and Berta {Barta Holló} and Mirjana M. Radanović and Dušan Đ. Škorić and Branislav D. Jović and Marko V. Rodić},

url = {https://www.mdpi.com/2304-6740/11/11/432},

doi = {10.3390/inorganics11110432},

issn = {2304-6740},

year  = {2023},

date = {2023-11-08},

urldate = {2023-11-08},

journal = {Inorganics},

volume = {11},

issue = {11},

pages = {432},

abstract = {In this study, the synthesis of a Schiff base containing metal-organic frameworks (MOFs) of the UiO-67 family has been investigated. MOFs featuring free amine groups were successfully synthesized under mild solvothermal conditions using 2-amino-[1,1′-biphenyl]-4,4′-dicarboxylic acid and 2,2′-diamino-[1,1′-biphenyl]-4,4′-dicarboxylic acid as bridging ligands, resulting in MOFs with amine groups covalently linked to the bridging ligands. Both types of functionalized MOFs were post-synthetically modified with 4-formylbenzonitrile that resulted in imine formation. All the obtained compounds were characterized by PXRD, TGA, DTA, BET, NMR, and FTIR spectroscopy, while stability in water was monitored with SEM, EDS, and UV-VIS spectroscopy.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{ASANIN2023116585,

title = {Comparative study of antimicrobial potential and DNA/BSA binding affinity of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine},

author = {Darko P. Ašanin and Tina P. Andrejević and Marija Nenadovic and Marko V. Rodić and Sandra Vojnovic and Miloš I. Djuran and Biljana Đ. Glišić},

url = {https://www.sciencedirect.com/science/article/pii/S0277538723003078},

doi = {https://doi.org/10.1016/j.poly.2023.116585},

issn = {0277-5387},

year  = {2023},

date = {2023-11-01},

urldate = {2023-01-01},

journal = {Polyhedron},

volume = {244},

pages = {116585},

abstract = {In the present study, synthesis of silver(I) and gold(III) coordination compounds with 1,6-naphthyridine (1,6-naph), [Ag(1,6-naph)(H2O)](BF4)n (1) and [AuCl3(1,6-naph)] (2), was reported. The methods used for the structural characterization of a new compound 1 included IR, NMR (1H and 13C) and UV–Vis spectroscopy, cyclic voltammetry and single-crystal X-ray diffraction analysis. The crystallographic results showed that compound 1 represents silver(I) coordination polymer, in which 1,6-naph ligand acts as a bidentate bridging ligand connecting two Ag(I) ions via its N1 and N6 nitrogen atoms, while the third coordination site of the metal ion is occupied by the water oxygen atom, resulted in a T-shape geometry. Compounds 1 and 2 were evaluated in vitro for antimicrobial activity against five bacterial and two Candida species, while their cytotoxicity was tested on the normal human lung fibroblast cell line (MRC-5). Compound 1 has manifested a remarkable antifungal activity on both tested Candida strains (C. albicans and C. parapsilosis) with minimal inhibitory concentrations (MICs) of 1.43 and 11.38 µM (0.49 and 3.9 µg/mL), respectively, while no significant antimicrobial activity was observed for 2. Moreover, silver(I) coordination polymer 1 inhibits the hyphae formation of C. albicans at subinhibitory concentration. The binding affinity of both compounds 1 and 2 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence spectroscopy, indicating their ability to interact with these biomolecules, with compound 2 being more reactive.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Aksić2023,

title = {Bioisosteric ferrocenyl 1,3-thiazolidine-4-carboxylic acid derivatives: In vitro antiproliferative and antimicrobial evaluations},

author = {Jelena M. Aksić and Marija S. Genčić and Niko S. Radulović and Marina V. Dimitrijević and Zorica Z. Stojanović-Radić and Tatjana Ilic Tomic and Marko V. Rodić},

url = {https://www.sciencedirect.com/science/article/pii/S0045206823003693},

doi = {10.1016/j.bioorg.2023.106708},

year  = {2023},

date = {2023-10-01},

urldate = {2023-01-01},

journal = {Bioorganic Chemistry},

volume = {139},

pages = {106708},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Jovanovic20232516,

title = {Regio- and stereoselective, intramolecular [2+2] cycloaddition of allenes, promoted by visible light photocatalysis},

author = {Miloš Jovanović and Predrag Jovanović and Gordana Tasić and Milena Simić and Veselin Maslak and Srdjan Rakić and Marko V. Rodić and Filip Vlahović and Miloš Petković and Vladimir Savić},

url = {https://onlinelibrary.wiley.com/doi/10.1002/adsc.202300301},

doi = {10.1002/adsc.202300301},

year  = {2023},

date = {2023-08-10},

urldate = {2023-08-10},

journal = {Advanced Synthesis and Catalysis},

volume = {365},

issue = {15},

pages = {2516 – 2523},

abstract = {Enallenylamides have been utilized for the synthesis of heterobicycle[4.2.0]octane derivatives via Ir/hν promoted [2+2] cycloaddition reaction. The reaction specifically targets the distal double bond of the allene moiety, and results in the exclusive formation of the trans product. The process is conducted at room temperature and under an inert atmosphere. An extensive study on the substituent propensities during the cycloaddition step revealed variable effects. Electron-withdrawing groups conjugated with the double bond participating in the cycloaddition either hindered the process or reduced its yield. Conversely, electron-donating substituents enhanced the efficiency, resulting in product yields ranging from 60% to 88%. Our study also demonstrated the influence of protecting groups on the reaction pathway.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{1,

title = {Synthesis and antiproliferative activity of new thiazole hybrids with [3.3.0]furofuranone or tetrahydrofuran scaffolds },

author = {Vesna Kojić and Miloš Svirčev and Sanja Djokić and Ivana Kovačević and Marko V. Rodić and Bojana Srećo Zelenović and Velimir Popsavin and Mirjana Popsavin },

url = {https://doiserbia.nb.rs/Article.aspx?ID=0352-51392300002K},

doi = {https://doi.org/10.2298/JSC221130002K },

isbn = {2683-3867},

year  = {2023},

date = {2023-04-14},

urldate = {2023-04-14},

journal = {Journal of the Serbian Chemical Society},

volume = {88},

issue = {5},

pages = {467-479},

abstract = {New thiazole hybrids were synthesized and evaluated for their in vitro cytotoxicity against a panel of human malignant cell lines. The key steps in the synthesis of hybrids 3–7 involved the initial condensation of appropriate aldo­nonitriles with cysteine ethyl ester hydrochloride, followed by subsequent treatment of resulting thiazolines with diazabicycloundecene to form the thiaz­ole ring. Bioiso­steres 8 and 14 have been prepared after the stereoselective addition of 2-(tri­methylsilyl)thiazole to the hemiacetals obtained by periodate cleavage of terminal diol functionality in the suitably protected d-glucose der­ivatives. The obtained analogues showed various antiproliferative activities in the cultures of several tumour cell lines. Hybrid 6 was the most potent in HeLa cells, exhibiting more than 10 and 4 times stronger activity than both leads 1 and 2, respectively. The most active compound in Raji cells was hybrid 12, which was nearly 2-fold more potent than the clinical antitumour drug doxo­rubicin. All analogues were more potent in A549 cells with respect to lead 1, while compounds 6 and 7 were slightly more active than doxorubicin. Prelim­inary structure–activity relationship analysis revealed that the presence of a cinnamate group at the C-3 pos­ition in analogues of type 7 increases the act­ivity of resulting molecular hybrids.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Dekić2023521,

title = {The crystal structure of (Z)-3-(1-(2-((E)-4-isopropylbenzylidene)hydrazinyl)ethylidene) chroman-2,4-dione, C21H20N2O3},

author = {Vidoslav S. Dekić and Biljana R. Dekić and Dragana M. Sejmanović and Suzana Janićević and Biljana Krüger and Volker Kahlenberg and Marko V. Rodić},

url = {https://www.degruyter.com/document/doi/10.1515/ncrs-2023-0062/html?lang=en},

doi = {10.1515/ncrs-2023-0062},

year  = {2023},

date = {2023-04-13},

urldate = {2023-01-01},

journal = {Zeitschrift fur Kristallographie - New Crystal Structures},

volume = {238},

number = {3},

pages = {521 – 524},

abstract = {C21H20N2O3, monoclinic, P21/c (no. 14), a = 6.8892(3) Å, b = 21.8269(13) Å, c = 35.1144(19) Å, β = 90.344(5)°, V = 5280.1(5) Å3, Z = 12, R gt(F) = 0.0672, wR ref(F 2) = 0.1460, T = 170(2) K.

CCDC no.: 2246347},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Belošević2023475,

title = {Crystal structure of trans-diaqua-bis(methyl methylcarbamohydrazonothioato-κ2N,N′) nickel(II) iodide semihydrate, C6H22N6O2NiS2I2·0.5H2O},

author = {Svetlana Belošević and Vukadin M. Leovac and Mirjana M. Radanović and Milica G. Bogdanović and Nikola D. Radnović and Marko V. Rodić},

url = {https://www.degruyter.com/document/doi/10.1515/ncrs-2023-0040/html},

doi = {10.1515/ncrs-2023-0040},

issn = {2197-4578},

year  = {2023},

date = {2023-03-14},

urldate = {2023-01-01},

journal = {Zeitschrift fur Kristallographie - New Crystal Structures},

volume = {238},

number = {3},

pages = {475 – 477},

abstract = {C6H23I2N6NiO2.50S2, monoclinic, C2/c (no. 15), a = 8.2282(4) Å, b = 21.9200(7) Å, c = 11.4906(4) Å, β = 109.451(4)°, V = 1954.19(14) Å3, Z = 4, Rgt (F) = 0.0322, wRref (F 2) = 0.1113, T = 295.

CCDC no.: 2244689},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Babic2023,

title = {Phonon assisted charge transfer in complexes of Zn(II) and Cd(II) with 2-acetylpyridine-aminoguanidine},

author = {Biljana M. Babić and Maja Romčević and Martina D. Gilić and Jelena Trajić and Mirjana M. Radanović and Ljiljana S. Vojinović-Ješić and Marko V. Rodić and Nebojša Ž. Romčević},

url = {https://www.sciencedirect.com/science/article/pii/S0925346723000162},

doi = {10.1016/j.optmat.2023.113445},

year  = {2023},

date = {2023-02-01},

urldate = {2023-02-01},

journal = {Optical Materials},

volume = {136},

pages = {113445},

abstract = {Metal complexes with some Schiff bases, as one of the most widely used groups of ligands, have a wide field of application. In order to find a material with the required optical properties, it is very important to examine the material characteristics as a function of the type of chelating ligand, metal, and the ions present as coligands. In this paper, the synthesis of two new complexes of 2-acetylpyridine-aminoguanidine (L) with zinc(II) and cadmium(II), viz. [Zn(L)(NCO)2] and [{Cd(L)Cl(μ-NCO)}2] is described. Their structural characterization was provided by using SC-XRD. Spectroscopic characterization of these two new complexes and two previously synthesized complexes - [Zn(L)(NSC)2] and [Cd(L)Cl2] are performed. Their phonon structure was determined based on the IR transmission and Raman spectra. The range of Raman modes with significantly increased intensities was registered (1000-1700 cm−1), the same range for all four samples. Also, the registered photoluminescence and energy transfers were analyzed and three photoluminescence peaks (E1, E2, E3) were determined. It was concluded that phonons with significantly increased intensities participate in transitions from the E1 state to the energy levels in the range from E2 to E3. The strength of the peaks was significantly affected by replacing one [Cl]- with the [NCO]- ligand. The addition of the second [NCO]- ligand increases the photoluminescence over the entire measured range. The analysis performed helps to understand the issues related to the electron-phonon interaction. Also, the perspectives for the application of metal complexes with various ligands are expanding.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Radnović2023171,

title = {The crystal structure of 3-(1-(2-(4-hydroxy-3,5-dimethoxybenzylidene)hydrazinyl)ethylidene)chroman-2,4-dione dihydrate, C20H22N2O8},

author = {Nikola D. Radnović and Biljana R. Dekić and Milenko N. Ristić and Dragana M. Sejmanović and Marija S. Aksić and Biljana Krüger and Marko V. Rodić},

url = {https://www.degruyter.com/document/doi/10.1515/ncrs-2022-0594/html},

doi = {10.1515/ncrs-2022-0594},

issn = {2197-4578},

year  = {2023},

date = {2023-01-24},

urldate = {2023-01-01},

journal = {Zeitschrift fur Kristallographie - New Crystal Structures},

volume = {238},

number = {2},

pages = {171 – 173},

abstract = {C20H22N2O8, monoclinic, P21/c (no. 14), a = 8.7634(8) Å, b = 17.9290(18) Å, c = 12.8437(9) Å, β = 100.013(8)°, V = 1987.3(3) Å3, Z = 4, Rgt(F) = 0.0401, wRref(F2) = 0.1026, T = 170 K.

CCDC no.: 2234050},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Raičević2023277,

title = {The crystal structure of 3-hydroxy-2-nitroestra-1,3,5(10)-trien-17-one, C18H21NO4},

author = {Vidak Raičević and Nikola D. Radnović and Marko V. Rodić and Niko S. Radulović},

url = {https://www.degruyter.com/document/doi/10.1515/ncrs-2022-0602/html},

doi = {10.1515/ncrs-2022-0602},

issn = {2197-4578},

year  = {2023},

date = {2023-01-24},

urldate = {2023-01-01},

journal = {Zeitschrift fur Kristallographie - New Crystal Structures},

volume = {238},

number = {2},

pages = {277 – 280},

abstract = {C18H21NO4, orthorhombic, C2221 (no. 20), a = 10.6891(2) Å, b = 11.8375(2) Å, c = 25.4410(4) Å, V = 3219.11(10) Å3, Z = 8, Rgt(F) = 0.0483, wRref(F2) = 0.1449, T = 295 K.

CCDC no.: 2236340},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{nokey,

title = {Divergent synthesis and antitumour activity of novel conformationally constrained (−)-muricatacin analogues},

author = {Slađana M. Stanisavljević and Bojana M. Srećo-Zelenović and Mirjana Popsavin and Marko V. Rodić and Velimir Popsavin and Vesna V. Kojić },

url = {https://doiserbia.nb.rs/Article.aspx?ID=0352-51392200069S},

doi = {https://doi.org/10.2298/JSC220613069S},

isbn = {0352-5139},

year  = {2023},

date = {2023-01-12},

urldate = {2023-01-12},

journal = {Journal of the Serbian Chemical Society},

volume = {88},

issue = {2},

pages = {113-121},

abstract = {Four novel conformationally restricted (–)-muricatacin analogues, bearing a methoxy group at the C-5 position and with an alkoxymethyl group аs the C-7 side chain, have been synthesised and their in vitro antiproliferative activity was evaluated against a panel of seven human tumour cell lines, as well as a single normal cell line. All analogues (9–12) showed diverse antiproliferative effects against all tested human malignant cell lines, but were devoid of any significant cytotoxicity towards the normal foetal lung fibroblasts (MRC-5). A structure–activity relationship study reveals that the introduction of tetrahydrofuran ring, the replacement of C-8 methylene group in the side chain of muricatacin analogues with the O-8 ether functionality, as well as the length of side chain may be beneficial for the antiproliferative effects of these lactones. All novel analogues were more potent than lead compound, (–)-muricatacin, against HL-60 cell line. },

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Pavlović202310946,

title = {On the selectivity in the synthesis of 3-fluoropiperidines using BF3-activated hypervalent iodine reagents},

author = {Radoslav Z. Pavlović and Tatjana J. Kop and Marko Nešić and Olivera Stepanović and Xiuze Wang and Nina Todorović and Marko V. Rodić and Biljana M. Šmit},

url = {https://pubs.acs.org/doi/full/10.1021/acs.joc.3c00944},

doi = {10.1021/acs.joc.3c00944},

year  = {2023},

date = {2023-01-01},

urldate = {2023-01-01},

journal = {Journal of Organic Chemistry},

volume = {88},

number = {15},

pages = {10946 – 10959},

abstract = {Fluorinated piperidines find wide applications, most notably in the development of novel therapies and agrochemicals. Cyclization of alkenyl N-tosylamides promoted by BF3-activated aryliodine(III) carboxylates is an attractive strategy to construct 3-fluoropiperidines, but it suffers from selectivity issues arising from competitive oxoaminations and the inability to easily modulate the reactions diastereoselectivity. Herein, we report an itemized optimization of the reaction conditions carried out on both cyclic and acyclic substrates and outline the origins of substrate- and reagent-based stereo-, regio-, and chemoselectivity. Extensive mechanistic studies encompassing multinuclear NMR spectroscopy, deuterium labeling, rearrangements on stereodefined substrates, and careful structural analyses (NMR and X-ray) of the reaction products are performed. This revealed the processes and interactions crucial for achieving controlled preparation of 3-fluoropiperidines using I(III) chemistry and has provided an advanced understanding of the reaction mechanism. In brief, we propose that BF3-coordinated I(III) reagents attack C═C to produce the corresponding iodiranium(III) ion, which then undergoes diastereodetermining 5-exo-cyclization. Transiently formed pyrrolidines with an exocyclic σ-alkyl-I(III) moiety can further undergo aziridinium ion formation or reductive ligand coupling processes, which dictate not only the final product’s ring size but also the chemoselectivity. Importantly, the selectivity of the reaction depends on the nature of the ligand bound to I(III) and the presence of electrolytes such as TBABF4. Reported findings will facilitate the usage of ArI(III)-dicarboxylates in the reliable construction of fluorinated azaheterocycles.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Radovanovic2022,

title = {Crystallographic, spectroscopic, thermal and computational studies of polymeric cobalt(II)–mellitate complex with 2,2′-bipyridine},

author = {L. Radovanović and D. P. Malenov and M. V. Rodić and A. Kremenović and J. Rogan},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85121665875&doi=10.1016%2fj.molstruc.2021.132202&partnerID=40&md5=8fae8ed663c6a1e5f032492a3fd15d56},

doi = {10.1016/j.molstruc.2021.132202},

issn = {00222860},

year  = {2022},

date = {2022-01-01},

journal = {Journal of Molecular Structure},

volume = {1252},

publisher = {Elsevier B.V.},

abstract = {Orange single crystals of new polymeric cobalt(II) complex [Co(bipy)(H2O)4]2[Co(μ-mell)(H2O)2]·10H2On, 1, were synthesized by slow evaporation method at room temperature (bipy = 2,2′-bipyridine},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Radanović20221259,

title = {Synthesis and structural characterization of Cd(II) complexes with 2-acetylpyridine-aminoguanidine – A novel coordination mode; [СИНТЕЗА И КАРАКТЕРИЗАЦИЈА КОМПЛЕКСА Cd(II) СА 2-АЦЕТИЛПИРИДИН-АМИНОГВАНИДИНОМ – НОВИ НАЧИН КООРДИНАЦИЈЕ]},

author = {Mirjana M. Radanović and Slađana B. Novaković and Marko V. Rodić and Ljiljana S. Vojinović-Ješić and Christoph Janiak and Vukadin M. Leovac},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85162091937&doi=10.2298%2fJSC220613072R&partnerID=40&md5=ace14c6b5ccd5c35c02b15eaa21c1185},

doi = {10.2298/JSC220613072R},

year  = {2022},

date = {2022-01-01},

journal = {Journal of the Serbian Chemical Society},

volume = {87},

number = {11},

pages = {1259 – 1272},

note = {All Open Access, Gold Open Access, Green Open Access},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Francuz20221699,

title = {New Synthetic Approach to Protulactone A and Structural Analogues},

author = {Jovana Francuz and Sanja Djokić and Mirjana Popsavin and Marko V. Rodić and Vesna Kojić and Biljana Krüger and Velimir Popsavin},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85146462642&doi=10.1055%2fs-0042-1751400&partnerID=40&md5=28e3368b0c800e04aa68db19c53dab1f},

doi = {10.1055/s-0042-1751400},

year  = {2022},

date = {2022-01-01},

journal = {Synlett},

volume = {34},

number = {14},

pages = {1699 – 1703},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Rodić2022307,

title = {Reactions of copper(II) bromide with 2,6-diacetylpyridine bis(phenylhydrazone) (L) – Molecular and crystal structures of L and its mixed-valence complex [CuIIL2][CuI2Br4]; [РЕАКЦИЈЕ БАКАР(II)-БРОМИДА СА БИС(ФЕНИЛХИДРАЗОНОМ) 2,6-ДИАЦЕТИЛПИРИДИНА (L) – МОЛЕКУЛСКА И КРИСТАЛНА СТРУКТУРА L И ЊЕГОВОГ МЕШОВИТО-ВАЛЕНТНОГ КОМПЛЕКСА [CuIIL2][CuI2Br4]]},

author = {Marko V. Rodić and Mirjana M. Radanović and Dragana V. Gazdić and Vukadin M. Leovac and Berta Barta Holló and Vidak Raičević and Svetlana K. Belošević and Biljana Krüger and Ljiljana S. Vojinović-Ješić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85139601680&doi=10.2298%2fJSC211127112R&partnerID=40&md5=110d3cdcc21d5a7781c0021163d1c64c},

doi = {10.2298/JSC211127112R},

year  = {2022},

date = {2022-01-01},

journal = {Journal of the Serbian Chemical Society},

volume = {87},

number = {3},

pages = {307 – 320},

note = {All Open Access, Gold Open Access},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Holló2022b,

title = {Synthesis, Physicochemical, Thermal and Antioxidative Properties of Zn(II) Coordination Compounds with Pyrazole-Type Ligand},

author = {Berta Barta Holló and Mirjana M. Radanović and Marko V. Rodić and Sanja Krstić and Željko K. Jaćimović and Ljiljana S. Vojinović-Ješić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85124509428&doi=10.3390%2finorganics10020020&partnerID=40&md5=9c0f5c8fb034d20838c7ae1eee7a43f2},

doi = {10.3390/inorganics10020020},

year  = {2022},

date = {2022-01-01},

urldate = {2022-01-01},

journal = {Inorganics},

volume = {10},

number = {2},

note = {All Open Access, Gold Open Access},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Radulović2022775,

title = {The crystal structure of 3-(1-(2-((5-methylthiophen-2-yl)methylene)hydrazinyl)ethylidene)chroman-2,4-dione, C17H14N2O3S},

author = {Niko S. Radulović and Dragana M. Sejmanović and Milenko N. Ristić and Vidoslav S. Dekić and Biljana Krüger and Volker Kahlenberg and Marko V. Rodić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85132875131&doi=10.1515%2fncrs-2022-0225&partnerID=40&md5=1865a4b07541746d0bfa2b057d2f4a93},

doi = {10.1515/ncrs-2022-0225},

year  = {2022},

date = {2022-01-01},

journal = {Zeitschrift fur Kristallographie - New Crystal Structures},

volume = {237},

number = {5},

pages = {775 – 777},

note = {All Open Access, Gold Open Access},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Djokić2022,

title = {Natural product protulactone A: Total synthesis from D-galactose, X-ray analysis and biological evaluation},

author = {Sanja Djokić and Jovana Francuz and Mirjana Popsavin and Marko V. Rodić and Vesna Kojić and Milena Stevanović and Velimir Popsavin},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85132916402&doi=10.1016%2fj.bioorg.2022.105980&partnerID=40&md5=dd4d2159d96c140eaf2ba8d88bd8399c},

doi = {10.1016/j.bioorg.2022.105980},

year  = {2022},

date = {2022-01-01},

journal = {Bioorganic Chemistry},

volume = {127},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Kesić2022,

title = {The first total synthesis and revision of absolute stereochemistry of natural cytotoxic lactone cleistanolate},

author = {Jelena Kesić and Ivana Kovačević and Mirjana Popsavin and Goran Benedeković and Marko V. Rodić and Vesna Kojić and Velimir Popsavin},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85135509887&doi=10.1016%2fj.bioorg.2022.106073&partnerID=40&md5=b294f4f0c277de0e79bab1b7f2a0a309},

doi = {10.1016/j.bioorg.2022.106073},

year  = {2022},

date = {2022-01-01},

journal = {Bioorganic Chemistry},

volume = {128},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Radanović2022,

title = {Synthesis, Structures, and Photoluminescence of Two Novel Zinc(II) Compounds Containing 2-Acetylpyridine-aminoguanidine},

author = {Mirjana M. Radanović and Ljiljana S. Vojinović-Ješić and Miodrag G. Jelić and Elias Sakellis and Berta Barta Holló and Vukadin M. Leovac and Marko V. Rodić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85140650259&doi=10.3390%2finorganics10100147&partnerID=40&md5=60465235d621d70e75c8bfd5ba0f4fbb},

doi = {10.3390/inorganics10100147},

year  = {2022},

date = {2022-01-01},

journal = {Inorganics},

volume = {10},

number = {10},

note = {All Open Access, Gold Open Access},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Bogdanović2022,

title = {Polymeric Copper(II) Complexes with a Newly Synthesized Biphenyldicarboxylic Acid Schiff Base Ligand—Synthesis, Structural and Thermal Characterization},

author = {Milica G. Bogdanović and Nikola D. Radnović and Berta Barta Holló and Mirjana M. Radanović and Branko B. Kordić and Vidak N. Raičević and Ljiljana S. Vojinović-Ješić and Marko V. Rodić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85144668410&doi=10.3390%2finorganics10120261&partnerID=40&md5=1f3a85c1b3d7884299a366a87faa7338},

doi = {10.3390/inorganics10120261},

year  = {2022},

date = {2022-01-01},

journal = {Inorganics},

volume = {10},

number = {12},

note = {All Open Access, Gold Open Access},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Svircev2022,

title = {Design, synthesis, and biological evaluation of thiazole bioisosteres of goniofufurone through in vitro antiproliferative activity and in vivo toxicity},

author = {M. Svirčev and M. Popsavin and A. Pavić and B. Vasiljević and M. V. Rodić and S. Djokić and J. Kesić and B. Srećo Zelenović and V. Popsavin and V. Kojić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85124994961&doi=10.1016%2fj.bioorg.2022.105691&partnerID=40&md5=2271acd655f2ea616c6a7514a96ce797},

doi = {10.1016/j.bioorg.2022.105691},

issn = {00452068},

year  = {2022},

date = {2022-01-01},

journal = {Bioorganic Chemistry},

volume = {121},

publisher = {Academic Press Inc.},

abstract = {The synthesis of several new goniofufurone bioisosteres was achieved in which the phenyl residue was replaced by a thiazole ring. The key steps of the synthesis included the initial condensation of cyanohydrin benzoates with cysteine ethyl ester hydrochloride, followed by the subsequent reaction of resulting C-4′ epimeric thiazolines with DBU, to introduce 5-deoxy functionality and to elaborate the thiazole ring in one step. Synthesized compounds showed potent growth inhibitory effects against selected human tumour cell lines, especially bioisostere 4, which in the culture of MCF-7 cells displayed the highest activity (IC50 = 0.19 nM) of all compounds under evaluation. This molecule exhibited 64474-fold higher antiproliferative activity than lead 2 and was1053-fold more active than the commercial antitumour agent doxorubicin in the culture of MCF-7 cells. The structural features of the tested compounds responsible for their antiproliferative activity have been identified by preliminary SAR analysis. The toxicity of the most active compound 4 was assessed by an in vivo experiment in a zebrafish model (Danio rerio), whereupon it was found non-toxic at any of the tested concentrations up to 125 μM. © 2022 Elsevier Inc.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Hollo2022,

title = {Synthesis, Physicochemical, Thermal and Antioxidative Properties of Zn(II) Coordination Compounds with Pyrazole-Type Ligand},

author = {B. B. Holló and M. M. Radanović and M. V. Rodić and S. Krstić and Ž. K. Jaćimović and L. S. Vojinović Ješić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85124509428&doi=10.3390%2finorganics10020020&partnerID=40&md5=9c0f5c8fb034d20838c7ae1eee7a43f2},

doi = {10.3390/inorganics10020020},

issn = {23046740},

year  = {2022},

date = {2022-01-01},

journal = {Inorganics},

volume = {10},

number = {2},

publisher = {MDPI},

abstract = {The reactions of pyrazole derivative, i.e., ethyl-5-amino-1-methyl-1H-pyrazole-4-carboxylate (L) with zinc halogenides in methanolic solution and zinc nitrate and zinc acetate in acetonic solution are described. The formulae of synthesized compounds are ZnL2 Cl2 (1), [ZnL2 Br2 ] (2), ZnL2 I2·0.5MeOH (3), [Zn(L)2 (H2 O)4 ](NO3 )2 (4), and ZnL(OAc)2 2 (5). Two complexes are obtained in form of single crystals: [ZnL2 Br2 ] (2) and [Zn(L)2 (H2 O)4 ](NO3 )2 (4). Their crystal and molecular structure were determined by single-crystal X-ray structure analysis. The FTIR spectra of compounds prove the complex formation with all five zinc salts. The complexes are characterized by conducto-metric and thermoanalytical measurements, and their antioxidative activity was also tested by the scavenging effect on the DPPH radical. Conductometric results, solvolytic stability, and antioxidative activity of the compounds are in correlation. © 2022 by the authors. Licensee MDPI, Basel, Switzerland.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Radulovic2022,

title = {The crystal structure of 3-(1-(2-((5-methylthiophen-2-yl)methylene)hydrazinyl)ethylidene)chroman-2,4-dione, C17H14N2O3S},

author = {N. S. Radulović and D. M. Sejmanović and M. N. Ristić and V. S. Dekić and B. Krüger and V. Kahlenberg and M. V. Rodić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85132875131&doi=10.1515%2fncrs-2022-0225&partnerID=40&md5=1865a4b07541746d0bfa2b057d2f4a93},

doi = {10.1515/ncrs-2022-0225},

issn = {14337266},

year  = {2022},

date = {2022-01-01},

journal = {Zeitschrift fur Kristallographie - New Crystal Structures},

publisher = {De Gruyter Open Ltd},

abstract = {C17H14N2O3S, monoclinic, P21/c (no. 14)},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Magyari2022229,

title = {Synthesis, characterization, thermal properties and biological activity of diazine-ring containing hydrazones and their metal complexes},

author = {J. Magyari and B. {Barta Holló} and M. V. Rodić and L. S. Jovanović and K. Mészáros Szécsényi and W. Ferenc and D. Osypiuk and T. Mosolygó and A. Kincses and G. Spengler},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85091076453&doi=10.1007%2fs10973-020-10194-z&partnerID=40&md5=8cea031dadc72dc4c2d80cfbf7cc5fe5},

doi = {10.1007/s10973-020-10194-z},

issn = {13886150},

year  = {2022},

date = {2022-01-01},

urldate = {2022-01-01},

journal = {Journal of Thermal Analysis and Calorimetry},

volume = {147},

number = {1},

pages = {229-242},

publisher = {Springer Science and Business Media B.V.},

abstract = {New coordination compounds have been synthesized by reacting Zn(II) and Co(II) nitrate or acetate in the presence of triethylamine with Schiff-base ligands containing diazine-ring, pyridine-2-carbaldehyde phthalazine-1-hydrazone, HzPYH, and di(2-pyridyl)ketone 3-chloro-pyridazine-6-hydrazone, HpDPKH. Complexes of [Co(HzPY)2]·3.4H2O, [Zn(HzPY)2] and [Co(HpDPK)2]NO3·H2O were obtained. The crystal and the molecular structure of [Co(HzPY)2]·3.4H2O were determined using X-ray diffraction structure analysis. The compounds were characterized by elemental analysis, FT-IR and UV–Vis spectral data, conductivity and magnetic measurements, too. Except for the diamagnetic Co(III) compound with a nitrate counter-ion, [Co(HpDPK)2]NO3·H2O, all the complexes are neutral-type. The magnetic moment of [Co(HzPY)2]·3.4H2O indicated a low-spin octahedral complex which is relatively rear amongst octahedral Co(II) complexes. Hence, its magnetic moment was measured in the temperature range of 3–300 K. To obtain products in the form of single crystals and/or to increase the yield, the reactions were carried out in solutions with different solvents or recrystallized from solvent mixtures. To determine the nature of the solvent (if any) in the crystalline products and to gain better insight into the decomposition mechanism, coupled TG–MS measurements were carried out. The desolvated compounds were stable at relatively high temperatures (> 200 °C). The cytotoxic, antiproliferative and efflux pump inhibitory effects of the compounds were tested in multidrug-resistant mouse T-lymphoma cells to study their effect on the suppression of MDR. The antibacterial activity of the compounds was also tested. The results of the antibacterial tests were analysed to understand better the effect of the central atoms and the structure on a specific activity. © 2020, Akadémiai Kiadó, Budapest, Hungary.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Kovacevic2021,

title = {Asymmetric synthesis and biological evaluation of (+)-cardiobutanolide, (−)-3-deoxycardiobutanolide and analogues as antiproliferative agents},

author = {Ivana Kovačević and Jelena Kesić and Mirjana Popsavin and Jovana Francuz and Vesna Kojić and Dmitar Jakimov and Marko V. Rodić and Bojana Srećo Zelenović and Goran Benedeković and Velimir Popsavin},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85113549818&doi=10.1016%2fj.tet.2021.132408&partnerID=40&md5=42599acc79b24d5aa98450fedc233316},

doi = {10.1016/j.tet.2021.132408},

issn = {00404020},

year  = {2021},

date = {2021-01-01},

urldate = {2021-01-01},

journal = {Tetrahedron},

volume = {97},

publisher = {Elsevier Ltd},

abstract = {Two natural products, (+)-cardiobutanolide and (−)-3-deoxycardiobutanolide, as well as five new analogues, were synthesized in several steps that included zinc-mediated THF ring opening, subsequent stereoselective olefination, and final Sharpless asymmetric dihydroxylation. In vitro antitumour activities of these compounds were evaluated against a panel of eight human tumour cell lines and one normal cell line. Some of compounds displayed powerful effects against tumour cells, but none of them were active toward normal cells. A SAR study revealed that the change of configuration at the C-6 and C-7 position of (+)-cardiobutanolide decreases antitumour activity of analogues. It also appears that the presence of a hydroxyl group at the C-3 position increases the activity of this type of lactones. A comparison of activities of conformationally rigid lactone goniofufurone with that of more flexible cardiobutanolide and 3-deoxycardiobutanolide indicates that steric flexibility has a positive effect on cytotoxicity. It was also confirmed that removal of the phenyl group may result in analogues of higher activity. Flow cytometry analysis revealed that the synthesized compounds did not induce apoptosis and necrosis of K562 cells. However, Western blot analysis showed that all compounds but one had an increased Bax/Bcl-2 protein expression ratio. © 2021 Elsevier Ltd},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Araskov2021,

title = {Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres},

author = {J. B. Araškov and M. Nikolić and S. Armaković and S. Armaković and M. Rodić and A. Višnjevac and J. M. Padrón and T. R. Todorović and N. R. Filipović},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85105531083&doi=10.1016%2fj.molstruc.2021.130512&partnerID=40&md5=38165898ced20fcdedfe78321018129c},

doi = {10.1016/j.molstruc.2021.130512},

issn = {00222860},

year  = {2021},

date = {2021-01-01},

journal = {Journal of Molecular Structure},

volume = {1240},

publisher = {Elsevier B.V.},

abstract = {To evaluate the impact of chalcogen atom type, we performed a comparative study of antioxidant capacity and antiproliferative activity of a focused library of three pyridine-based hydrazonyl-1,3-selenazoles and their sulfur isosteres in five antioxidant assays and in six human solid tumor cell lines, respectively. In-silico calculations were further used to check pharmacokinetic profiles of investigated compounds such as drug-likeness parameters and interaction with water. Generally, selenium compounds appear to be more potent in comparison to sulfur isosteres in the performed essays. © 2021 Elsevier B.V.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Dabic2021584,

title = {Low-temperature phase transition and magnetic properties of K3YbSi2O7},

author = {P. Dabić and V. Kahlenberg and B. Krüger and M. Rodić and S. Kovač and J. Blanuša and Z. Jagličić and L. Karanović and V. Petříček and A. Kremenović},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85112075570&doi=10.1107%2fS2052520621006077&partnerID=40&md5=a72ff2112d139c1104d82f8f772b2dbe},

doi = {10.1107/S2052520621006077},

issn = {20525192},

year  = {2021},

date = {2021-01-01},

journal = {Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials},

volume = {77},

pages = {584-593},

publisher = {International Union of Crystallography},

abstract = {The new ambient-temperature hexagonal (space group P63 /mmc) polymorph of tripotassium ytterbium(III) disilicate (β-K3YbSi2O7) has been synthesized by the high-temperature flux method and subsequently structurally characterized. In the course of the temperature-dependent single-crystal diffraction experiments, a phase transformation of β-K3YbSi2O7 to a novel low-temperature orthorhombic phase (β′-K3YbSi2O7, space group Cmcm) has been observed at about 210K. β-K3YbSi2O7 is isostructural with K3ErSi2O7, whereas β′-K3YbSi2O7 adopts a new type of structure. Both compounds can be built up from a regular alternation of layers of two types, which are parallel to the (001) plane. In the octahedral layer, YbO6 octahedra are isolated and linked by K1O6+3 polyhedra. The second, slightly thicker sorosilicate layer is formed by a combination of Si2O7 dimers and K2O6+3 polyhedra. The boundary between the layers is a pseudo-kagome oxide sheet based on 3.6.3.6 meshes. The phase transition is due to a tilt of the two SiO4 tetrahedra forming a single dimer which induces a decrease of the Si - O - Si angle between bridging Si - O bonds from 180° (dictated by symmetry in space group P63/mmc) to ≃164°. Magnetic characterization indicates that K3YbSi2O7 remains paramagnetic down to 2K, showing no apparent influence of the phase transformation on its magnetic properties. Analysis of the magnetization data revealed the positions of the three lowest crystal field levels of the Yb3+ cations, as well as the corresponding projections of their angular momentum on the direction of the magnetic field. © 2021 International Union of Crystallography. All rights reserved.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Nikolic2021,

title = {Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior},

author = {M. A. Nikolić and K. M. Szécsényi and B. Dražić and M. V. Rodić and V. Stanić and S. Tanasković},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85103121670&doi=10.1016%2fj.molstruc.2021.130133&partnerID=40&md5=91bc9d98954b3d1645b45f794daf0507},

doi = {10.1016/j.molstruc.2021.130133},

issn = {00222860},

year  = {2021},

date = {2021-01-01},

journal = {Journal of Molecular Structure},

volume = {1236},

publisher = {Elsevier B.V.},

abstract = {In vitro cytotoxic evaluation, formation constants and thermal stability of four mixed-ligand Co(II) complexes with tpmc = N,N',N",N'"-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane and carboxylate/dicarboxylate co-ligands of formulas [Co2(benz)2tpmc](ClO4)2•3H2O (1), benz– = benzoate anion; [Co2(L)tpmc](ClO4)2•nH2O},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Ristic2021393,

title = {Structural study of Pt(II) and Pd(II) complexes with quinoline-2-carboxaldehyde thiosemicarbazone},

author = {P. G. Ristić and M. V. Rodić and N. R. Filipović and D. M. Mitić and K. K. Anđelković and T. R. Todorović},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85106476575&doi=10.2298%2fJSC201126079R&partnerID=40&md5=e021927d5625fcdaa636a1154c53c19b},

doi = {10.2298/JSC201126079R},

issn = {03525139},

year  = {2021},

date = {2021-01-01},

urldate = {2021-01-01},

journal = {Journal of the Serbian Chemical Society},

volume = {86},

number = {4},

pages = {393-406},

publisher = {Serbian Chemical Society},

abstract = {Two square-planar complexes, [PtLCl] (1) and [PdLCl] (2), were synthesized with quinoline-2-carboxaldehyde thiosemicarbazone ligand (HL), and characterized by IR and NMR spectroscopy and single crystal X-ray diffraction analysis. In both complexes, L- is coordinated tridentately via the same donor atom set, while the fourth coordination site is occupied by a chloride ion. However, the complexes are not isostructural due to different types of non-covalent intermolecular interactions. These interactions were analyzed using Hirshfeld surfaces and two-dimensional fingerprint plots. © 2021 Serbian Chemical Society. All rights reserved.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Rodic20203038,

title = {Plans vs Reality: Reflections on Chemical Crystallography Online Teaching during COVID-19},

author = {M. V. Rodić and D. D. Rodić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85089180047&doi=10.1021%2facs.jchemed.0c00585&partnerID=40&md5=0f2fa31c5252a85c5e58abb5fce035f0},

doi = {10.1021/acs.jchemed.0c00585},

issn = {00219584},

year  = {2020},

date = {2020-01-01},

journal = {Journal of Chemical Education},

volume = {97},

number = {9},

pages = {3038-3041},

publisher = {American Chemical Society},

abstract = {This communication describes the actions undertaken to translate the chemical crystallography course at the University of Novi Sad, Serbia, from face-to-face to online instruction, as well as the emerging challenges encountered during this unprecedented time. As part of the global efforts to respond to the recent disruptions to teaching, our purpose in this paper was to provide insights about useful methods that can be used in chemical crystallography courses to alleviate the concerns resulting from this shift in modality and to point out to some aspects of teaching that did not work as expected, despite the optimum efforts. © 2020 American Chemical Society and Division of Chemical Education, Inc.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Rodic2020453,

title = {First cobalt complexes with methyl pyruvate semi/thiosemicarbazone – Synthesis, physicochemical and structural characterization},

author = {Marko V. Rodić and Vukoslava Miškov-Pajić and Vukadin M. Leovac and Mirjana M. Radanović and Ljiljana S. Vojinović-Ješić and Svetlana K. Belošević and Željko K. Jaćimović and Vukosava Živković-Radovanović},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85086851131&doi=10.2298%2fJSC191219010R&partnerID=40&md5=7da26483f34febbe78a651c3165c0b0d},

doi = {10.2298/JSC191219010R},

issn = {03525139},

year  = {2020},

date = {2020-01-01},

urldate = {2020-01-01},

journal = {Journal of the Serbian Chemical Society},

volume = {85},

number = {4},

pages = {453-466},

publisher = {Serbian Chemical Society},

abstract = {In the reaction of acetone solutions of CoX2∙nH2O (X = Cl, Br) with methyl pyruvate semi/thiosemicarbazone (Hmps, Hmpt) the first Co(II) complexes with these ligands, i.e., [Co(Hmps)(H2O)X2] (X = Cl (1), Br (2)), [Co(Hmpt)2][CoCl4]∙2H2О (3) and [Co(Hmpt)2]Br2∙Me2CO (4) were obtained. Complexes 1 and 2 represent the first examples of metal complexes of Hmps. All the obtained compounds were characterized by elemental analysis, conductometry, magnetic measurements, and IR spectra, and for complexes 2–4, single crystal X-ray diffraction analysis was also performed. The effective magnetic moments were close to the upper limit (5 μB) for complexes 1 and 2, and close to the lower limit (4.4 μB) for complexes 3 and 4, and as such are characteristic for high-spin Co(II) complexes. Structural analysis showed that both ligands coordinate in a neutral form in a tridentate manner, via the ester oxygen, imine nitrogen and the oxygen atom of the ureido (Hmps), or the sulfur atom of the thioureido group (Hmpt). The central metal atoms are situated in a deformed octahedral coordination environment. Complex 2 has cis-Br configuration, while complexes 3 and 4 have mer-configuration. © 2020 Serbian Chemical Society. All rights reserved.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Dimitrijevic2020702,

title = {Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines},

author = {T. Dimitrijević and I. Novaković and D. Radanović and S. B. Novaković and M. V. Rodić and K. K. Anđelković and M. Šumar-Ristović},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85082422790&doi=10.1080%2f00958972.2020.1740212&partnerID=40&md5=b8a926444671986ceaa42f76e5769067},

doi = {10.1080/00958972.2020.1740212},

issn = {00958972},

year  = {2020},

date = {2020-01-01},

urldate = {2020-01-01},

journal = {Journal of Coordination Chemistry},

volume = {73},

number = {4},

pages = {702-716},

publisher = {Taylor and Francis Ltd.},

abstract = {In this article, synthesis, spectral and X-ray structure characterization, antimicrobial activity and Brine shrimp test of two new Cu(II) complexes with a salicylaldehyde derivative have been reported. Complexes [Cu(L)(bipy)]BF4·0.5H2O and [Cu2(L)2(phen)2](BF4)2 were obtained in the reaction of Cu(BF4)2·6H2O, deprotonated 4-(diethylamino)−2-hydroxybenzaldehyde ligand (L) and α-diimine (2,2’-bipyridine or 1,10-phenanthroline). The complex with bipyridine is mononuclear, containing one L and one bipyridine ligand in a distorted square-planar cation with a BF4 − anion and lattice water molecule, whereas the complex with phenanthroline is a dinuclear centrosymmetric dimeric cation, containing two L ligands along with two phenanthroline ligands and BF4 − anions. The coordination geometry of each Cu(II) ion can be described as an elongated square pyramid. MS-ESI spectroscopy indicated that [Cu2(L)2(phen)2](BF4)2 is mononuclear in DMSO solution. In vitro antibacterial and antifungal activity was tested against four Gram-positive, four Gram-negative bacteria and three fungal strains. Complexes showed significantly stronger antibacterial activities than parent ligands. The mononuclear phenanthroline complex in solution showed very good antimicrobial activity, which is comparable to the activity of the standard antibiotic amikacin against all tested bacterial strains. The same complex has better antifungal activity than fluconazole, which was used as a standard. Results of the brine shrimp test indicate that both complexes have good toxicity against Artemia nauplii. © 2020, © 2020 Informa UK Limited, trading as Taylor & Francis Group.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Ristic20203018,

title = {Influence of C-H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study},

author = {P. G. Ristić and V. Blagojević and G. Janjić and M. Rodić and P. Vulić and M. Donnard and M. Gulea and A. Chylewska and M. Makowski and T. R. Todorović and N. R. Filipović},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85089237632&doi=10.1021%2facs.cgd.9b01661&partnerID=40&md5=f7ecfc05572f7a560193b25627a2c571},

doi = {10.1021/acs.cgd.9b01661},

issn = {15287483},

year  = {2020},

date = {2020-01-01},

urldate = {2020-01-01},

journal = {Crystal Growth and Design},

volume = {20},

number = {5},

pages = {3018-3033},

publisher = {American Chemical Society},

abstract = {Pt(II) and Pd(II) complexes (1 and 2, respectively) with thiomorpholine-4-carbonitrile (TM-CN), an N-substituted thiomorpholine derivative, were synthesized from tetrachlorido precursors in water. Structural analysis has shown that 1 represents the first monomeric metal complex with this ligand type with an axial M-S bond with respect to the TM-CN ring chair conformation, while in 2 a typical equatorial M-S bond position with respect to the ring chair conformation was observed. A detailed DFT investigation revealed that axial conformers are more stable for molecular forms of both metals, while intermolecular interactions in the crystals stabilize the axial conformer for Pt(II) and the equatorial conformer for Pd(II). The magnitude of this stabilization in the case of 2 is large enough to change the most stable axial conformer in the molecular form to the equatorial conformer in the crystal. Further investigation of the strength of individual intermolecular interactions revealed significant differences of some interactions between the two structures. The likely cause of the difference in the crystal structures of experimentally obtained complexes is the fact that 1 and 2 exhibit different dominant interactions: C-H/M and C-H/S are more dominant in 1 and C-H/Cl interactions are more dominant in 2. In addition, DFT calculations have shown that while the axial position of the Pt-S bond with respect to the ring chair conformation results in a significantly shorter C-H/Pt interaction distance than that in the hypothetical equatorial conformer, there is very little difference in C-H/Pd interaction distances in conformers with axial and equatorial positions of Pd-S bond with respect to the ring chair conformation. © 2020 American Chemical Society.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Gitaric2020,

title = {Structural characterization and biological evaluation of polynuclear Mn(II) and Cd(II) complexes with 2,2-dimethyl-1,3-propanediamine-N,N,N’,N’-tetraacetate. The influence of ligand structure and counter cation on the complex nuclearity},

author = {J. Gitarić and I. M. Stanojević and M. V. Rodić and N. S. Drašković and M. Stevanović and S. Vojnović and M. I. Djuran and B. Đ. Glišić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85087376039&doi=10.1016%2fj.poly.2020.114688&partnerID=40&md5=0930cfc55c73f605a6caf2df9e072fb5},

doi = {10.1016/j.poly.2020.114688},

issn = {02775387},

year  = {2020},

date = {2020-01-01},

journal = {Polyhedron},

volume = {188},

publisher = {Elsevier Ltd},

abstract = {New polynuclear manganese(II) and cadmium(II) complexes with 2,2-dimethyl-1,3-propanediamine-N,N,N’,N’-tetraacetato ligand (2,2-diMe-1,3-pdta), Ba[M(2,2-diMe-1,3-pdta)].3H2On (M = Mn (1) or Cd (2)) were synthesized and characterized by IR spectroscopy and single-crystal X-ray diffraction analysis. In addition, complex 2 was characterized by solution 1H and 13C NMR spectroscopy. Crystallographic analysis showed that 2,2-diMe-1,3-pdta ligand is hexadentately coordinated to each M(II) ion through the two nitrogen and four carboxylate oxygen atoms, whereas the one of these oxygen atoms is also involved in coordination to the second M(II) ion of the dinuclear [M2(2,2-diMe-1,3-pdta)2]4− unit in polymeric structures. Moreover, three of four carboxylic groups of 2,2-diMe-1,3-pdta ligand are additionally bonded to four Ba(II) ions, in three distinctive bridging coordination modes. Each Ba(II) ion is surrounded by ten oxygen atoms, seven belonging to carboxylate groups of 2,2-diMe-1,3-pdta, and three belonging to water molecules. The coordination environment around Mn(II) and Cd(II) ions could be assigned as a face capped octahedron, while coordination polyhedron around Ba(II) ion in these two complexes was described as a distorted sphenocorona. The antimicrobial potential of complexes 1 and 2 and corresponding metal salts used for their synthesis was evaluated against different bacterial and Candida spp. Both complexes showed selective antifungal activity against the tested Candida spp. compared to the bacterial strains, with the minimal inhibitory concentration (MIC) values in the range 3.12 – 12.50 µM. Moreover, complex 1 caused the slightly decrease of hyphae length, while no significant influence on hyphal length of complex 2 was observed. With aim to assess the therapeutic profile of the complexes, their cytotoxicity was evaluated against the normal human lung fibroblast cell line (MRC-5). © 2020 Elsevier Ltd},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Dekić2020225,

title = {The crystal structure of 3-nitro-4-(p-tolylamino)-2H-chromen-2-one, C16H12N2O4},

author = {Vidoslav S. Dekić and Marko V. Rodić and Niko S. Radulović and Milenko N. Ristić and Biljana R. Dekić and Dejan M. Gurešić and Novica R. Ristić},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85074291478&doi=10.1515%2fncrs-2019-0592&partnerID=40&md5=a72f90f42aa2c83446e11aa302c788c4},

doi = {10.1515/ncrs-2019-0592},

year  = {2020},

date = {2020-01-01},

journal = {Zeitschrift fur Kristallographie - New Crystal Structures},

volume = {235},

number = {1},

pages = {225 – 227},

note = {Cited by: 0},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Benedekovic2020,

title = {Synthesis, antiproliferative activity and SAR analysis of (−)-cleistenolide and analogues},

author = {G. Benedeković and M. Popsavin and I. Kovačević and V. Kojić and M. Rodić and V. Popsavin},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85087746009&doi=10.1016%2fj.ejmech.2020.112597&partnerID=40&md5=11d91c8ca96368ac8683b9794a40dedd},

doi = {10.1016/j.ejmech.2020.112597},

issn = {02235234},

year  = {2020},

date = {2020-01-01},

journal = {European Journal of Medicinal Chemistry},

volume = {202},

publisher = {Elsevier Masson s.r.l.},

abstract = {A new, modified total synthesis of (−)-cleistenolide (1) and sixteen new analogues or derivatives was achieved starting from commercially available 1,2-O-isopropylidene-α-D-glucofuranose. The synthesis of 1 proceeds in six steps and 67% overall yield, using single-carbon atom degradation of a protected chiral precursor, (Z)-selective Wittig olefination, and acid catalyzed δ-lactonization. A new Lewis acid promoted procedure for one-pot O-debenzylation/O-acylation has been developed to complete the synthesis of natural product 1 and selected analogues. The synthesized compounds were tested in vitro to evaluate their cytotoxicity against K562, HL-60, Jurkat, Raji, MCF-7, MDA-MB 231, HeLa, A549, and MRC-5 cell lines. All (−)-cleistenolide analogues exhibited significantly higher cytotoxicity than lead 1 against the majority of cell lines tested. Most of the synthesized compounds are more active than doxorubicin on at least one malignant cell line, but were almost completely inactive against normal MRC-5 cells. The structural features of the tested compounds responsible for their antiproliferative activity have been identified by preliminary SAR analysis. © 2020 Elsevier Masson SAS},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Stanic20201591,

title = {Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)2]n complex: Unexpected isomerization to dinuclear cis-[CuCl(DMSO)2(μ-Cl)]2},

author = {P. B. Stanić and M. V. Rodić and T. V. Soldatović and A. B. Pavić and N. S. Radaković and B. M. Šmit and M. D. Živković},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85098635360&doi=10.2298%2fJSC200917060S&partnerID=40&md5=a7003cb68c595fda3c2a68439643f86d},

doi = {10.2298/JSC200917060S},

issn = {03525139},

year  = {2020},

date = {2020-01-01},

journal = {Journal of the Serbian Chemical Society},

volume = {85},

number = {12},

pages = {1591-1603},

publisher = {Serbian Chemical Society},

abstract = {The 3-arylidene-2-thiohydantoin derivative, 3-[(2-hydroxybenzyl-idene)amino]-2-thioxoimidazolidin-4-one, was synthesized in a two-step condensation reaction of 2-hydroxybenzaldehyde, thiosemicarbazide and ethyl chloroacetate. The ligand was structurally characterized by NMR and IR spectroscopy, as well as by elemental analysis. In the reaction of the well-known polymeric trans-[CuCl2(DMSO)2]n complex with the polydentate thiohydantoin type ligand, instead of the corresponding copper thiohydantoin complex, unexpectedly, the dinuclear cis-[CuCl(DMSO)2(μ-Cl)]2 complex (1) was formed predominantly as the final stable product. The structure of the complex 1 was confirmed by single crystal X-ray diffraction analysis. The cis-complex is obtained through assisted isomerization of the trans-form, in which the thiohydantoin derivative has a crucial role. © 2020 Serbian Chemical Society. All rights reserved.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{BartaHollo2020451,

title = {Synthesis, physicochemical, and thermal characterization of coordination compounds of Cu(II) with a pyrazole-type ligand},

author = {B. Barta Holló and L. S. Vojinović Ješić and M. M. Radanović and M. V. Rodić and Ž. K. Jaćimović and K. Mészáros Szécsényi},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85079123613&doi=10.1007%2fs10973-020-09260-3&partnerID=40&md5=548735aded585241c42ef9da192e3c69},

doi = {10.1007/s10973-020-09260-3},

issn = {13886150},

year  = {2020},

date = {2020-01-01},

journal = {Journal of Thermal Analysis and Calorimetry},

volume = {142},

number = {1},

pages = {451-460},

publisher = {Springer Science+Business Media B.V.},

abstract = {Four new coordination compounds of Cu(II) were synthesized with ethyl-5-amino-1-methyl-1H-pyrazole-4-carboxylate (L) and different co-ligands. In the reaction of warm methanolic solutions of CuX2·nH2O (X = Cl},

keywords = {},

pubstate = {published},

tppubtype = {article}

}

@article{Raicevic2020,

title = {Ferrocenylmethylation of estrone and estradiol: Structure, electrochemistry, and antiproliferative activity of new ferrocene–steroid conjugates},

author = {V. Raičević and N. S. Radulović and L. Jovanović and M. Rodić and I. Kuzminac and D. Jakimov and T. Wrodnigg and T. -O. Knedel and C. Janiak and M. Sakač},

url = {https://www.scopus.com/inward/record.uri?eid=2-s2.0-85087436567&doi=10.1002%2faoc.5889&partnerID=40&md5=b753e6cb8ef41cb2c96ee52bd8d0172b},

doi = {10.1002/aoc.5889},

issn = {02682605},

year  = {2020},

date = {2020-01-01},

urldate = {2020-01-01},

journal = {Applied Organometallic Chemistry},

volume = {34},

number = {10},

publisher = {John Wiley and Sons Ltd},

abstract = {Conjugates of ferrocene with steroidal estrogens as selective antiproliferative agents against hormone-dependent breast cancer cells are believed to be limited by the inherent estrogenicity of the conjugates. Motivated by a significant cytotoxicity of the ester of ferrocenecarboxylic acid and the phenolic group of estradiol toward such a cell line, we decided to explore other a-ring-tethered ferrocene–estra-1,3,5(10)-triene conjugates; in this study, ferrocenylmethylation of estradiol and estrone with (ferrocenylmethyl)trimethylammonium iodide in the presence of potassium carbonate yielded five new compounds (1–5). In dimethylformamide, only O-alkylated products formed (1 and 3), while a mixture of O- and C-alkylated products was obtained when methanol was used (2, 4, and 5 in addition to 1 and 3). All compounds were characterized using 1D and 2D NMR, IR, UV–Vis, and high-resolution mass spectrometry. Two of the conjugates, a 3-O- and a 4-C-alkylated derivative of estrone (3 and 4, respectively), were also analyzed using single-crystal X-ray diffraction. A cyclic voltammetric investigation of the electrochemical properties of 1–5 was performed. While some of the compounds were shown to have a slight-to-moderate antiproliferative activity against at least one of the six tested human tumor cell lines and were nontoxic to (the noncancerous) fetal human fibroblasts, compound 2 (4-(ferrocenylmethyl)estra-1,3,5(10)-triene-3,17β-diol) with an IC50 value of 0.34 μM was found to be more active against the hormone-dependent breast cancer cell line MCF-7 than doxorubicin. These results suggest that a-ring substitution of steroidal estrogens is a plausible strategy for preparing other ferrocene–steroid conjugates acting against tumor cells. © 2020 John Wiley & Sons, Ltd.},

keywords = {},

pubstate = {published},

tppubtype = {article}

}