Rodić, Marko V.

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orcid::0000-0002-4471-8001
  • Rodić, Marko V. (7)
  • Rodić, Marko (1)
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Author's Bibliography

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

Dimitrijević, Teodora; Novaković, Irena T.; Radanović, Dušanka D.; Novaković, Slađana B.; Rodić, Marko V.; Anđelković, Katarina; Šumar-Ristović, Maja

(2020)

TY  - JOUR
AU  - Dimitrijević, Teodora
AU  - Novaković, Irena T.
AU  - Radanović, Dušanka D.
AU  - Novaković, Slađana B.
AU  - Rodić, Marko V.
AU  - Anđelković, Katarina
AU  - Šumar-Ristović, Maja
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8908
AB  - 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.
T2  - Journal of Coordination Chemistry
T1  - Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines
VL  - 73
IS  - 4
SP  - 702
EP  - 716
DO  - 10.1080/00958972.2020.1740212
ER  - 
@article{
author = "Dimitrijević, Teodora and Novaković, Irena T. and Radanović, Dušanka D. and Novaković, Slađana B. and Rodić, Marko V. and Anđelković, Katarina and Šumar-Ristović, Maja",
year = "2020",
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.",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines",
volume = "73",
number = "4",
pages = "702-716",
doi = "10.1080/00958972.2020.1740212"
}
Dimitrijević, T., Novaković, I. T., Radanović, D. D., Novaković, S. B., Rodić, M. V., Anđelković, K.,& Šumar-Ristović, M.. (2020). Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines. in Journal of Coordination Chemistry, 73(4), 702-716.
https://doi.org/10.1080/00958972.2020.1740212
Dimitrijević T, Novaković IT, Radanović DD, Novaković SB, Rodić MV, Anđelković K, Šumar-Ristović M. Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines. in Journal of Coordination Chemistry. 2020;73(4):702-716.
doi:10.1080/00958972.2020.1740212 .
Dimitrijević, Teodora, Novaković, Irena T., Radanović, Dušanka D., Novaković, Slađana B., Rodić, Marko V., Anđelković, Katarina, Šumar-Ristović, Maja, "Synthesis, spectral and structural characterization and biological activity of Cu(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines" in Journal of Coordination Chemistry, 73, no. 4 (2020):702-716,
https://doi.org/10.1080/00958972.2020.1740212 . .
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Synthesis, structural and DFT analysis of a binuclear nickel(II) complex with the 1,4-bis[2-[2-(diphenylphosphino)benzylidene]]phthalazinylhydrazone ligand

Perić, Marko R.; Kyne, Sara H.; Gruden, Maja; Rodić, Marko V.; Jeremić, Dejan; Stanković, Dalibor M.; Brčeski, Ilija

(2019)

TY  - JOUR
AU  - Perić, Marko R.
AU  - Kyne, Sara H.
AU  - Gruden, Maja
AU  - Rodić, Marko V.
AU  - Jeremić, Dejan
AU  - Stanković, Dalibor M.
AU  - Brčeski, Ilija
PY  - 2019
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8381
AB  - In this work we present the synthesis, and experimental and theoretical analysis of a binuclear nickel(II) complex coordinated to a new phthalazine dihydrazone-based ligand. Single-crystal X-ray diffraction analysis of the metal complex shows that the coordination geometry around each nickel(II) atom is distorted octahedral. DFT calculations predict that the magnetic exchange coupling constant of the binuclear nickel(II) complex is predominantly anti-ferromagnetic.
T2  - Monatshefte fur Chemie
T1  - Synthesis, structural and DFT analysis of a binuclear nickel(II) complex with the 1,4-bis[2-[2-(diphenylphosphino)benzylidene]]phthalazinylhydrazone ligand
VL  - 150
IS  - 7
SP  - 1241
EP  - 1248
DO  - 10.1007/s00706-019-02405-7
ER  - 
@article{
author = "Perić, Marko R. and Kyne, Sara H. and Gruden, Maja and Rodić, Marko V. and Jeremić, Dejan and Stanković, Dalibor M. and Brčeski, Ilija",
year = "2019",
abstract = "In this work we present the synthesis, and experimental and theoretical analysis of a binuclear nickel(II) complex coordinated to a new phthalazine dihydrazone-based ligand. Single-crystal X-ray diffraction analysis of the metal complex shows that the coordination geometry around each nickel(II) atom is distorted octahedral. DFT calculations predict that the magnetic exchange coupling constant of the binuclear nickel(II) complex is predominantly anti-ferromagnetic.",
journal = "Monatshefte fur Chemie",
title = "Synthesis, structural and DFT analysis of a binuclear nickel(II) complex with the 1,4-bis[2-[2-(diphenylphosphino)benzylidene]]phthalazinylhydrazone ligand",
volume = "150",
number = "7",
pages = "1241-1248",
doi = "10.1007/s00706-019-02405-7"
}
Perić, M. R., Kyne, S. H., Gruden, M., Rodić, M. V., Jeremić, D., Stanković, D. M.,& Brčeski, I.. (2019). Synthesis, structural and DFT analysis of a binuclear nickel(II) complex with the 1,4-bis[2-[2-(diphenylphosphino)benzylidene]]phthalazinylhydrazone ligand. in Monatshefte fur Chemie, 150(7), 1241-1248.
https://doi.org/10.1007/s00706-019-02405-7
Perić MR, Kyne SH, Gruden M, Rodić MV, Jeremić D, Stanković DM, Brčeski I. Synthesis, structural and DFT analysis of a binuclear nickel(II) complex with the 1,4-bis[2-[2-(diphenylphosphino)benzylidene]]phthalazinylhydrazone ligand. in Monatshefte fur Chemie. 2019;150(7):1241-1248.
doi:10.1007/s00706-019-02405-7 .
Perić, Marko R., Kyne, Sara H., Gruden, Maja, Rodić, Marko V., Jeremić, Dejan, Stanković, Dalibor M., Brčeski, Ilija, "Synthesis, structural and DFT analysis of a binuclear nickel(II) complex with the 1,4-bis[2-[2-(diphenylphosphino)benzylidene]]phthalazinylhydrazone ligand" in Monatshefte fur Chemie, 150, no. 7 (2019):1241-1248,
https://doi.org/10.1007/s00706-019-02405-7 . .
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Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings

Rodić, Marko V.; Leovac, Vukadin M.; Jovanović, Ljiljana S.; Spasojević, Vojislav; Joksović, Milan D.; Stanojković, Tatjana P.; Matić, Ivana Z.; Vojinović-Ješić, Ljiljana S.; Marković, Violeta

(Elsevier, 2016)

TY  - JOUR
AU  - Rodić, Marko V.
AU  - Leovac, Vukadin M.
AU  - Jovanović, Ljiljana S.
AU  - Spasojević, Vojislav
AU  - Joksović, Milan D.
AU  - Stanojković, Tatjana P.
AU  - Matić, Ivana Z.
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Marković, Violeta
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1053
AB  - Three novel copper complexes with tridentate N2O ligand di(2-pyridil) ketone 1-adamantoyl hydrazone (Addpy) of the formula [(Cu2Cu2I)-Cu-II(Addpy)(2)Br-2(mu-Br-4)] (1), catena-poly[CuCl(mu-Addpy)(mu-Cl)CuCl2](n) (2) and [Cu(Addpy)(NCS)(2)] (3) were synthesized. Complexes are characterized by X-ray crystallography, spectral (UV-Vis, FTIR), electrochemical (CV) analyses, and magnetochemical measurements. Investigation of anticancer potential of Cu(II) complexes, mode of cell death, apoptosis, and inhibition of angiogenesis were performed. All tested malignant cell lines (HeLa, LS174, A549, K562, and MDA-MB-231) showed high sensitivity to the examined Cu(II) complexes. It has been shown that the complexes induce apoptosis in the caspase 3-dependent manner, whereas the anti-angiogenic effects of 1, 2, and 3 have been confirmed in EA.hy926 cells using a tube formation assay. (C) 2016 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings
VL  - 115
SP  - 75
EP  - 81
DO  - 10.1016/j.ejmech.2016.03.003
ER  - 
@article{
author = "Rodić, Marko V. and Leovac, Vukadin M. and Jovanović, Ljiljana S. and Spasojević, Vojislav and Joksović, Milan D. and Stanojković, Tatjana P. and Matić, Ivana Z. and Vojinović-Ješić, Ljiljana S. and Marković, Violeta",
year = "2016",
abstract = "Three novel copper complexes with tridentate N2O ligand di(2-pyridil) ketone 1-adamantoyl hydrazone (Addpy) of the formula [(Cu2Cu2I)-Cu-II(Addpy)(2)Br-2(mu-Br-4)] (1), catena-poly[CuCl(mu-Addpy)(mu-Cl)CuCl2](n) (2) and [Cu(Addpy)(NCS)(2)] (3) were synthesized. Complexes are characterized by X-ray crystallography, spectral (UV-Vis, FTIR), electrochemical (CV) analyses, and magnetochemical measurements. Investigation of anticancer potential of Cu(II) complexes, mode of cell death, apoptosis, and inhibition of angiogenesis were performed. All tested malignant cell lines (HeLa, LS174, A549, K562, and MDA-MB-231) showed high sensitivity to the examined Cu(II) complexes. It has been shown that the complexes induce apoptosis in the caspase 3-dependent manner, whereas the anti-angiogenic effects of 1, 2, and 3 have been confirmed in EA.hy926 cells using a tube formation assay. (C) 2016 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings",
volume = "115",
pages = "75-81",
doi = "10.1016/j.ejmech.2016.03.003"
}
Rodić, M. V., Leovac, V. M., Jovanović, L. S., Spasojević, V., Joksović, M. D., Stanojković, T. P., Matić, I. Z., Vojinović-Ješić, L. S.,& Marković, V.. (2016). Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings. in European Journal of Medicinal Chemistry
Elsevier., 115, 75-81.
https://doi.org/10.1016/j.ejmech.2016.03.003
Rodić MV, Leovac VM, Jovanović LS, Spasojević V, Joksović MD, Stanojković TP, Matić IZ, Vojinović-Ješić LS, Marković V. Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings. in European Journal of Medicinal Chemistry. 2016;115:75-81.
doi:10.1016/j.ejmech.2016.03.003 .
Rodić, Marko V., Leovac, Vukadin M., Jovanović, Ljiljana S., Spasojević, Vojislav, Joksović, Milan D., Stanojković, Tatjana P., Matić, Ivana Z., Vojinović-Ješić, Ljiljana S., Marković, Violeta, "Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings" in European Journal of Medicinal Chemistry, 115 (2016):75-81,
https://doi.org/10.1016/j.ejmech.2016.03.003 . .
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Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction

Filipović, Nenad R.; Bjelogrlić, Snežana; Marinković, Aleksandar D.; Verbić, Tatjana Z.; Cvijetić, Ilija N.; Senćanski, Milan V.; Rodić, Marko; Vujčić, Miroslava T.; Sladić, Dušan M.; Striković, Zlatko; Todorović, Tamara R.; Muller, Christian D.

(2015)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Bjelogrlić, Snežana
AU  - Marinković, Aleksandar D.
AU  - Verbić, Tatjana Z.
AU  - Cvijetić, Ilija N.
AU  - Senćanski, Milan V.
AU  - Rodić, Marko
AU  - Vujčić, Miroslava T.
AU  - Sladić, Dušan M.
AU  - Striković, Zlatko
AU  - Todorović, Tamara R.
AU  - Muller, Christian D.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/809
AB  - A new Zn(II)-based potential chemotherapeutic agent was synthesized from the ligand 2-quinolinecarboxaldehyde selenosemicarbazone (Hqasesc). Single crystal X-ray diffraction analysis showed that the Zn(II) complex consists of a cation [Zn(Hqasesc)(2)](2+), two perchlorate anions and one ethanol solvent molecule. The interaction of calf thymus (CT) DNA and human serum albumin (HSA) with the Zn(II) complex was explored using absorption and emission spectral methods, and also has been supported by molecular docking studies. The complex has more affinity to minor DNA groove than major, with no significant intercalation. The HSA interaction studies of the complex revealed the quenching of the intrinsic fluorescence of the HSA through a static quenching mechanism. The antitumor activity of the ligand and the complex against pancreatic adenocarcinoma cell line (AsPC-1) and acute monocytic leukemia (THP-1) cells was evaluated. Both compounds are strong concentration-dependent apoptosis inducers in THP-1 cells. While Hqasesc in AsPC-1 cells induces apoptosis only at the highest concentration, treatment with the Zn complex shows a concentration-dependent apoptotic response, where the treated cells are arrested in the G1-to-S phase accompanied with extensive activation of caspase-8 and -9. These results indicate that the ligand and Zn(II) complex display cell phenotype specific activity.
T2  - RSC Advances
T1  - Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction
VL  - 5
IS  - 115
SP  - 95191
EP  - 95211
DO  - 10.1039/c5ra19849f
ER  - 
@article{
author = "Filipović, Nenad R. and Bjelogrlić, Snežana and Marinković, Aleksandar D. and Verbić, Tatjana Z. and Cvijetić, Ilija N. and Senćanski, Milan V. and Rodić, Marko and Vujčić, Miroslava T. and Sladić, Dušan M. and Striković, Zlatko and Todorović, Tamara R. and Muller, Christian D.",
year = "2015",
abstract = "A new Zn(II)-based potential chemotherapeutic agent was synthesized from the ligand 2-quinolinecarboxaldehyde selenosemicarbazone (Hqasesc). Single crystal X-ray diffraction analysis showed that the Zn(II) complex consists of a cation [Zn(Hqasesc)(2)](2+), two perchlorate anions and one ethanol solvent molecule. The interaction of calf thymus (CT) DNA and human serum albumin (HSA) with the Zn(II) complex was explored using absorption and emission spectral methods, and also has been supported by molecular docking studies. The complex has more affinity to minor DNA groove than major, with no significant intercalation. The HSA interaction studies of the complex revealed the quenching of the intrinsic fluorescence of the HSA through a static quenching mechanism. The antitumor activity of the ligand and the complex against pancreatic adenocarcinoma cell line (AsPC-1) and acute monocytic leukemia (THP-1) cells was evaluated. Both compounds are strong concentration-dependent apoptosis inducers in THP-1 cells. While Hqasesc in AsPC-1 cells induces apoptosis only at the highest concentration, treatment with the Zn complex shows a concentration-dependent apoptotic response, where the treated cells are arrested in the G1-to-S phase accompanied with extensive activation of caspase-8 and -9. These results indicate that the ligand and Zn(II) complex display cell phenotype specific activity.",
journal = "RSC Advances",
title = "Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction",
volume = "5",
number = "115",
pages = "95191-95211",
doi = "10.1039/c5ra19849f"
}
Filipović, N. R., Bjelogrlić, S., Marinković, A. D., Verbić, T. Z., Cvijetić, I. N., Senćanski, M. V., Rodić, M., Vujčić, M. T., Sladić, D. M., Striković, Z., Todorović, T. R.,& Muller, C. D.. (2015). Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction. in RSC Advances, 5(115), 95191-95211.
https://doi.org/10.1039/c5ra19849f
Filipović NR, Bjelogrlić S, Marinković AD, Verbić TZ, Cvijetić IN, Senćanski MV, Rodić M, Vujčić MT, Sladić DM, Striković Z, Todorović TR, Muller CD. Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction. in RSC Advances. 2015;5(115):95191-95211.
doi:10.1039/c5ra19849f .
Filipović, Nenad R., Bjelogrlić, Snežana, Marinković, Aleksandar D., Verbić, Tatjana Z., Cvijetić, Ilija N., Senćanski, Milan V., Rodić, Marko, Vujčić, Miroslava T., Sladić, Dušan M., Striković, Zlatko, Todorović, Tamara R., Muller, Christian D., "Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction" in RSC Advances, 5, no. 115 (2015):95191-95211,
https://doi.org/10.1039/c5ra19849f . .
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Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid

Dobričić, Vladimir; Francuski, Bojana M.; Jaćević, Vesna; Rodić, Marko V.; Vladimirov, Sote; Čudina, Olivera; Francuski, Đorđe D.

(2015)

TY  - JOUR
AU  - Dobričić, Vladimir
AU  - Francuski, Bojana M.
AU  - Jaćević, Vesna
AU  - Rodić, Marko V.
AU  - Vladimirov, Sote
AU  - Čudina, Olivera
AU  - Francuski, Đorđe D.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/866
AB  - The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid
VL  - 80
IS  - 12
SP  - 1481
EP  - 1488
DO  - 10.2298/JSC150505067D
ER  - 
@article{
author = "Dobričić, Vladimir and Francuski, Bojana M. and Jaćević, Vesna and Rodić, Marko V. and Vladimirov, Sote and Čudina, Olivera and Francuski, Đorđe D.",
year = "2015",
abstract = "The L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid (DF) was synthesized and its crystal structure characterized by the X-ray diffraction method. The crystal system is orthorhombic with space group P2(1)2(1)2(1) and cell constants a = 8.2969(3) angstrom, b = 18.9358(8) angstrom, c = 20.0904(6) angstrom, V = 3156.4(2) angstrom(3) and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17 beta-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope conformation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H center dot center dot center dot O, C-H center dot center dot center dot O and C-H center dot center dot center dot F type. The local anti-inflammatory activity of DF was evaluated using the croton oil-induced ear oedema test. This derivative achieved maximal inhibition of ear oedema at significantly lower concentration in comparison with dexamethasone.",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid",
volume = "80",
number = "12",
pages = "1481-1488",
doi = "10.2298/JSC150505067D"
}
Dobričić, V., Francuski, B. M., Jaćević, V., Rodić, M. V., Vladimirov, S., Čudina, O.,& Francuski, Đ. D.. (2015). Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society, 80(12), 1481-1488.
https://doi.org/10.2298/JSC150505067D
Dobričić V, Francuski BM, Jaćević V, Rodić MV, Vladimirov S, Čudina O, Francuski ĐD. Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid. in Journal of the Serbian Chemical Society. 2015;80(12):1481-1488.
doi:10.2298/JSC150505067D .
Dobričić, Vladimir, Francuski, Bojana M., Jaćević, Vesna, Rodić, Marko V., Vladimirov, Sote, Čudina, Olivera, Francuski, Đorđe D., "Synthesis, crystal structure and local anti-inflammatory activity of the L-phenylalanine methyl ester derivative of dexamethasone-derived cortienic acid" in Journal of the Serbian Chemical Society, 80, no. 12 (2015):1481-1488,
https://doi.org/10.2298/JSC150505067D . .
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Transition metal complexes with thiosemicarbazide-based ligands. Part 61. Comparative analysis of structural properties of the pyridoxal thiosemicarbazone ligands. Crystal structure of PLTSC center dot HCl center dot 2H(2)O and its complex [Fe(PLTSC)Cl-2(H2O)]Cl

Ivkovic, Sonja A.; Vojinović-Ješić, Ljiljana S.; Leovac, Vukadin M.; Rodić, Marko V.; Novaković, Slađana B.; Bogdanović, Goran A.

(2015)

TY  - JOUR
AU  - Ivkovic, Sonja A.
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Leovac, Vukadin M.
AU  - Rodić, Marko V.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/360
AB  - A novel pyridoxal thiosemicarbazone (PLTSC) compound, exhibiting ligating properties, of the formula PLTSC center dot HCl center dot 2H(2)O (1) was synthesized and characterized by X-ray analysis. The PLTSC ligand 1 displays significantly different conformation in comparison to the five previously reported compounds of this type. The structural properties of six PLTSC ligands in different conformations were compared in order to establish the structural differences and understand the factors that facilitate particular conformations. The analysis indicated great structural flexibility of the PLTSC ligands. The PLTSC ligand 1 is essentially a planar molecule with the r.m.s deviation of all non-H atoms equal to 0.06 angstrom. Consequently, the molecules of 1 form a layered three-dimensional structure which is stabilized by a variety of hydrogen bonds: O-H center dot center dot center dot O, O-H center dot center dot center dot N, O-H center dot center dot center dot Cl, O-H center dot center dot center dot S, N-H center dot center dot center dot O, N-H center dot center dot center dot N, N-H center dot center dot center dot Cl, N-H center dot center dot center dot S. In addition, the crystal structure of the Fe(III) complex with the ligand 1 of the formula [Fe(PLTSC)Cl-2(H2O)]Cl was resolved by single-crystal X-ray analysis and structural properties of this octahedral complex were discussed and compared to those of uncoordinated PLTSC ligand.
T2  - Structural Chemistry
T1  - Transition metal complexes with thiosemicarbazide-based ligands. Part 61. Comparative analysis of structural properties of the pyridoxal thiosemicarbazone ligands. Crystal structure of PLTSC center dot HCl center dot 2H(2)O and its complex [Fe(PLTSC)Cl-2(H2O)]Cl
VL  - 26
IS  - 1
SP  - 269
EP  - 277
DO  - 10.1007/s11224-014-0491-6
ER  - 
@article{
author = "Ivkovic, Sonja A. and Vojinović-Ješić, Ljiljana S. and Leovac, Vukadin M. and Rodić, Marko V. and Novaković, Slađana B. and Bogdanović, Goran A.",
year = "2015",
abstract = "A novel pyridoxal thiosemicarbazone (PLTSC) compound, exhibiting ligating properties, of the formula PLTSC center dot HCl center dot 2H(2)O (1) was synthesized and characterized by X-ray analysis. The PLTSC ligand 1 displays significantly different conformation in comparison to the five previously reported compounds of this type. The structural properties of six PLTSC ligands in different conformations were compared in order to establish the structural differences and understand the factors that facilitate particular conformations. The analysis indicated great structural flexibility of the PLTSC ligands. The PLTSC ligand 1 is essentially a planar molecule with the r.m.s deviation of all non-H atoms equal to 0.06 angstrom. Consequently, the molecules of 1 form a layered three-dimensional structure which is stabilized by a variety of hydrogen bonds: O-H center dot center dot center dot O, O-H center dot center dot center dot N, O-H center dot center dot center dot Cl, O-H center dot center dot center dot S, N-H center dot center dot center dot O, N-H center dot center dot center dot N, N-H center dot center dot center dot Cl, N-H center dot center dot center dot S. In addition, the crystal structure of the Fe(III) complex with the ligand 1 of the formula [Fe(PLTSC)Cl-2(H2O)]Cl was resolved by single-crystal X-ray analysis and structural properties of this octahedral complex were discussed and compared to those of uncoordinated PLTSC ligand.",
journal = "Structural Chemistry",
title = "Transition metal complexes with thiosemicarbazide-based ligands. Part 61. Comparative analysis of structural properties of the pyridoxal thiosemicarbazone ligands. Crystal structure of PLTSC center dot HCl center dot 2H(2)O and its complex [Fe(PLTSC)Cl-2(H2O)]Cl",
volume = "26",
number = "1",
pages = "269-277",
doi = "10.1007/s11224-014-0491-6"
}
Ivkovic, S. A., Vojinović-Ješić, L. S., Leovac, V. M., Rodić, M. V., Novaković, S. B.,& Bogdanović, G. A.. (2015). Transition metal complexes with thiosemicarbazide-based ligands. Part 61. Comparative analysis of structural properties of the pyridoxal thiosemicarbazone ligands. Crystal structure of PLTSC center dot HCl center dot 2H(2)O and its complex [Fe(PLTSC)Cl-2(H2O)]Cl. in Structural Chemistry, 26(1), 269-277.
https://doi.org/10.1007/s11224-014-0491-6
Ivkovic SA, Vojinović-Ješić LS, Leovac VM, Rodić MV, Novaković SB, Bogdanović GA. Transition metal complexes with thiosemicarbazide-based ligands. Part 61. Comparative analysis of structural properties of the pyridoxal thiosemicarbazone ligands. Crystal structure of PLTSC center dot HCl center dot 2H(2)O and its complex [Fe(PLTSC)Cl-2(H2O)]Cl. in Structural Chemistry. 2015;26(1):269-277.
doi:10.1007/s11224-014-0491-6 .
Ivkovic, Sonja A., Vojinović-Ješić, Ljiljana S., Leovac, Vukadin M., Rodić, Marko V., Novaković, Slađana B., Bogdanović, Goran A., "Transition metal complexes with thiosemicarbazide-based ligands. Part 61. Comparative analysis of structural properties of the pyridoxal thiosemicarbazone ligands. Crystal structure of PLTSC center dot HCl center dot 2H(2)O and its complex [Fe(PLTSC)Cl-2(H2O)]Cl" in Structural Chemistry, 26, no. 1 (2015):269-277,
https://doi.org/10.1007/s11224-014-0491-6 . .
8
9
9

Cation- and/or anion-directed reaction routes. Could the desolvation pattern of isostructural coordination compounds be related to their molecular structure?

Hollo, Berta; Rodić, Marko V.; Bera, Oskar; Jovicic, Mirjana; Leovac, Vukadin M.; Tomić, Zoran D.; Szecsenyi, Katalin Meszaros

(2013)

TY  - JOUR
AU  - Hollo, Berta
AU  - Rodić, Marko V.
AU  - Bera, Oskar
AU  - Jovicic, Mirjana
AU  - Leovac, Vukadin M.
AU  - Tomić, Zoran D.
AU  - Szecsenyi, Katalin Meszaros
PY  - 2013
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/5791
AB  - The crystal and molecular structure of [Cu(ampf)(ClO4)(MeOH)(2)]ClO4, (1), ampf = N, N-bis(4-acetyl-5-methylpyrazol-3-yl)formamidine, determined by X-ray crystallography is described and compared with the structurally related copper(II) complexes, formed under similar experimental conditions, using Cu-II salts with different anions. The complex formation is discussed in view of the structures of cobalt(II) and nickel(II) complexes with the same organic ligand and different anions, also formed under similar reaction conditions. Solvent molecules coordinated to the central atom play an important role in biologic systems. To get a better insight into the desolvation mechanism, in this study the desolvation pattern of 1 is presented. As in literature little attention is paid to the desolvation mechanism of solvate complexes, the desolvation mechanism of three, potentially biologically active isostructural pairs of octahedral Ni-II and Co-II compounds with ampf and dmpc (3,5-dimethyl-1H-pyrazole-1-carboxamidine) ligands are evaluated and compared with the desolvation of 1. The results of the thermal data are discussed on the basis of structural features of the compounds. The minor differences in structures of the related compounds cannot be straightforwardly connected with the different solvent evaporation mechanism. To explain the differences found in desolvation pattern in isostructural Co-II and Ni-II complexes the Jahn-Teller effect is proposed.
T2  - Structural Chemistry
T1  - Cation- and/or anion-directed reaction routes. Could the desolvation pattern of isostructural coordination compounds be related to their molecular structure?
VL  - 24
IS  - 6
SP  - 2193
EP  - 2201
DO  - 10.1007/s11224-013-0270-9
ER  - 
@article{
author = "Hollo, Berta and Rodić, Marko V. and Bera, Oskar and Jovicic, Mirjana and Leovac, Vukadin M. and Tomić, Zoran D. and Szecsenyi, Katalin Meszaros",
year = "2013",
abstract = "The crystal and molecular structure of [Cu(ampf)(ClO4)(MeOH)(2)]ClO4, (1), ampf = N, N-bis(4-acetyl-5-methylpyrazol-3-yl)formamidine, determined by X-ray crystallography is described and compared with the structurally related copper(II) complexes, formed under similar experimental conditions, using Cu-II salts with different anions. The complex formation is discussed in view of the structures of cobalt(II) and nickel(II) complexes with the same organic ligand and different anions, also formed under similar reaction conditions. Solvent molecules coordinated to the central atom play an important role in biologic systems. To get a better insight into the desolvation mechanism, in this study the desolvation pattern of 1 is presented. As in literature little attention is paid to the desolvation mechanism of solvate complexes, the desolvation mechanism of three, potentially biologically active isostructural pairs of octahedral Ni-II and Co-II compounds with ampf and dmpc (3,5-dimethyl-1H-pyrazole-1-carboxamidine) ligands are evaluated and compared with the desolvation of 1. The results of the thermal data are discussed on the basis of structural features of the compounds. The minor differences in structures of the related compounds cannot be straightforwardly connected with the different solvent evaporation mechanism. To explain the differences found in desolvation pattern in isostructural Co-II and Ni-II complexes the Jahn-Teller effect is proposed.",
journal = "Structural Chemistry",
title = "Cation- and/or anion-directed reaction routes. Could the desolvation pattern of isostructural coordination compounds be related to their molecular structure?",
volume = "24",
number = "6",
pages = "2193-2201",
doi = "10.1007/s11224-013-0270-9"
}
Hollo, B., Rodić, M. V., Bera, O., Jovicic, M., Leovac, V. M., Tomić, Z. D.,& Szecsenyi, K. M.. (2013). Cation- and/or anion-directed reaction routes. Could the desolvation pattern of isostructural coordination compounds be related to their molecular structure?. in Structural Chemistry, 24(6), 2193-2201.
https://doi.org/10.1007/s11224-013-0270-9
Hollo B, Rodić MV, Bera O, Jovicic M, Leovac VM, Tomić ZD, Szecsenyi KM. Cation- and/or anion-directed reaction routes. Could the desolvation pattern of isostructural coordination compounds be related to their molecular structure?. in Structural Chemistry. 2013;24(6):2193-2201.
doi:10.1007/s11224-013-0270-9 .
Hollo, Berta, Rodić, Marko V., Bera, Oskar, Jovicic, Mirjana, Leovac, Vukadin M., Tomić, Zoran D., Szecsenyi, Katalin Meszaros, "Cation- and/or anion-directed reaction routes. Could the desolvation pattern of isostructural coordination compounds be related to their molecular structure?" in Structural Chemistry, 24, no. 6 (2013):2193-2201,
https://doi.org/10.1007/s11224-013-0270-9 . .
4
4
4

(E)-4-[(2-Carbamoylhydrazinylidene)methyl]-3-hydroxy-5-hydroxymethyl-2-methylpyridin-1-ium nitrate

Novaković, Slađana B.; Bogdanović, Goran A.; Leovac, Vukadin M.; Rodić, Marko V.; Vojinović-Ješić, Ljiljana S.; Ivkovic, Sonja

(2013)

TY  - JOUR
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Leovac, Vukadin M.
AU  - Rodić, Marko V.
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Ivkovic, Sonja
PY  - 2013
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/5580
AB  - The title compound, C9H13N4O3+center dot NO3-, is the first structurally characterized Schiff base derived from semicarbazide and pyridoxal. Unusually for an unsubstituted semicarbazone, the compound adopts a syn conformation, in which the carbonyl O atom is in a cis disposition relative to the azomethine N atom. This arrangement is supported by a pair of hydrogen bonds between the organic cation and the nitrate anion. The cation is essentially planar, with only a hydroxymethyl O atom deviating significantly from the mean plane of the remaining atoms (r.m.s. deviation of the remaining non-H atoms = 0.01 angstrom). The molecules are linked into flat layers by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. O-H center dot center dot center dot O hydrogen bonds involving the hydroxymethyl group as a donor interconnect the layers into a three-dimensional structure.
T2  - Acta Crystallographica. Section C: Crystal Structure Communications
T1  - (E)-4-[(2-Carbamoylhydrazinylidene)methyl]-3-hydroxy-5-hydroxymethyl-2-methylpyridin-1-ium nitrate
VL  - 69
SP  - 761
EP  - +
DO  - 10.1107/S0108270113013929
ER  - 
@article{
author = "Novaković, Slađana B. and Bogdanović, Goran A. and Leovac, Vukadin M. and Rodić, Marko V. and Vojinović-Ješić, Ljiljana S. and Ivkovic, Sonja",
year = "2013",
abstract = "The title compound, C9H13N4O3+center dot NO3-, is the first structurally characterized Schiff base derived from semicarbazide and pyridoxal. Unusually for an unsubstituted semicarbazone, the compound adopts a syn conformation, in which the carbonyl O atom is in a cis disposition relative to the azomethine N atom. This arrangement is supported by a pair of hydrogen bonds between the organic cation and the nitrate anion. The cation is essentially planar, with only a hydroxymethyl O atom deviating significantly from the mean plane of the remaining atoms (r.m.s. deviation of the remaining non-H atoms = 0.01 angstrom). The molecules are linked into flat layers by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. O-H center dot center dot center dot O hydrogen bonds involving the hydroxymethyl group as a donor interconnect the layers into a three-dimensional structure.",
journal = "Acta Crystallographica. Section C: Crystal Structure Communications",
title = "(E)-4-[(2-Carbamoylhydrazinylidene)methyl]-3-hydroxy-5-hydroxymethyl-2-methylpyridin-1-ium nitrate",
volume = "69",
pages = "761-+",
doi = "10.1107/S0108270113013929"
}
Novaković, S. B., Bogdanović, G. A., Leovac, V. M., Rodić, M. V., Vojinović-Ješić, L. S.,& Ivkovic, S.. (2013). (E)-4-[(2-Carbamoylhydrazinylidene)methyl]-3-hydroxy-5-hydroxymethyl-2-methylpyridin-1-ium nitrate. in Acta Crystallographica. Section C: Crystal Structure Communications, 69, 761-+.
https://doi.org/10.1107/S0108270113013929
Novaković SB, Bogdanović GA, Leovac VM, Rodić MV, Vojinović-Ješić LS, Ivkovic S. (E)-4-[(2-Carbamoylhydrazinylidene)methyl]-3-hydroxy-5-hydroxymethyl-2-methylpyridin-1-ium nitrate. in Acta Crystallographica. Section C: Crystal Structure Communications. 2013;69:761-+.
doi:10.1107/S0108270113013929 .
Novaković, Slađana B., Bogdanović, Goran A., Leovac, Vukadin M., Rodić, Marko V., Vojinović-Ješić, Ljiljana S., Ivkovic, Sonja, "(E)-4-[(2-Carbamoylhydrazinylidene)methyl]-3-hydroxy-5-hydroxymethyl-2-methylpyridin-1-ium nitrate" in Acta Crystallographica. Section C: Crystal Structure Communications, 69 (2013):761-+,
https://doi.org/10.1107/S0108270113013929 . .
1
1
1