TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Nikodinović-Runić, Jasmina
AU  - Veselinović, Jovana
AU  - Ilić-Tomić, Tatjana
AU  - Vidaković, Vera
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2466
AB  - Seven derivatives of pentacyclic triterpene acids (1-7) were isolated from the bark of Alnus viridis ssp. viridis using a combination of column chromatography and semipreparative HPLC. Compounds 1-3, 6, and 7 were determined to be new after spectroscopic data interpretation and were assigned as 27-hydroxyalphitolic acid derivatives (1-3), a 27-hydroxybetulinic acid derivative (6), and a 3-epi-maslinic acid derivative (7), respectively. Pentacyclic triterpenoids with a C-27 hydroxymethyl group have been found in species of the genus Alnus for the first time. These compounds were subjected to cytotoxicity testing against a number of canter cell lines. Also, selected pentacyclic triterpenoids were selected as potential inhibitors of topoisomerases I and Ha for an in silico investigation.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Natural Products
T1  - Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark
VL  - 80
IS  - 5
SP  - 1255
EP  - 1263
DO  - 10.1021/acs.jnatprod.6b00805
ER  - 

@article{
author = "Novaković, Miroslav M. and Nikodinović-Runić, Jasmina and Veselinović, Jovana and Ilić-Tomić, Tatjana and Vidaković, Vera and Tešević, Vele and Milosavljević, Slobodan M.",
year = "2017",
abstract = "Seven derivatives of pentacyclic triterpene acids (1-7) were isolated from the bark of Alnus viridis ssp. viridis using a combination of column chromatography and semipreparative HPLC. Compounds 1-3, 6, and 7 were determined to be new after spectroscopic data interpretation and were assigned as 27-hydroxyalphitolic acid derivatives (1-3), a 27-hydroxybetulinic acid derivative (6), and a 3-epi-maslinic acid derivative (7), respectively. Pentacyclic triterpenoids with a C-27 hydroxymethyl group have been found in species of the genus Alnus for the first time. These compounds were subjected to cytotoxicity testing against a number of canter cell lines. Also, selected pentacyclic triterpenoids were selected as potential inhibitors of topoisomerases I and Ha for an in silico investigation.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Natural Products",
title = "Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark",
volume = "80",
number = "5",
pages = "1255-1263",
doi = "10.1021/acs.jnatprod.6b00805"
}

Novaković, M. M., Nikodinović-Runić, J., Veselinović, J., Ilić-Tomić, T., Vidaković, V., Tešević, V.,& Milosavljević, S. M.. (2017). Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark. in Journal of Natural Products
Amer Chemical Soc, Washington., 80(5), 1255-1263.
https://doi.org/10.1021/acs.jnatprod.6b00805

Novaković MM, Nikodinović-Runić J, Veselinović J, Ilić-Tomić T, Vidaković V, Tešević V, Milosavljević SM. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark. in Journal of Natural Products. 2017;80(5):1255-1263.
doi:10.1021/acs.jnatprod.6b00805 .

Novaković, Miroslav M., Nikodinović-Runić, Jasmina, Veselinović, Jovana, Ilić-Tomić, Tatjana, Vidaković, Vera, Tešević, Vele, Milosavljević, Slobodan M., "Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark" in Journal of Natural Products, 80, no. 5 (2017):1255-1263,
https://doi.org/10.1021/acs.jnatprod.6b00805 . .

TY  - JOUR
AU  - Lippert, Rainer
AU  - Shubina, Tatyana E.
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Veselinović, Jovana
AU  - Nikodinović-Runić, Jasmina
AU  - Stanković, Nada
AU  - Ivanović-Burmazović, Ivana
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2467
AB  - In order to improve antimicrobial effects of previously studied meso-tetrakis(4-ferrocenylphenyl)porphyrin 1, we have modified its structure by replacing two trans-positioned ferrocenylphenyl moieties with methoxy methylene substituted tert-butylphenyl moieties. Newly synthesized 5(4),15(4)-bis-(ferrocenyl)-10(4),20(4)-bis-(tert-butyl)10(2),10(6),20(2),20(6)-tetrakis-(methoxy-methylene)-5,10,15,20-tetraphenylporphyrin 4 was chemically characterized in detail (by NMR, UV/Vis, IR, MALDI-TOF and ESI MS spectrometry, cyclic voltammetry, prediction of the relative lipophilicity as well as computational methods) and its biological effects were studied in terms of its antibacterial and antifungal activity (both with and without photoactivation), cytotoxicity, hemolysis and DNA cleavage. New ferrocene bearing porphyrin 4 has demonstrated a broader antimicrobial spectrum and modified effects on eukaryotic cells compared to 1. This was discussed in terms of its i) increased lipophilicity, while exhibiting.lower toxicity, and ii) the redox potential of a two-electron process that is shifted to lower values, in comparison to ferrocene, thus, entering the physiologically available range and being activated towards redox interactions with biomolecules.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Redox behavior and biological properties of ferrocene bearing porphyrins
VL  - 171
SP  - 76
EP  - 89
DO  - 10.1016/j.jinorgbio.2017.03.002
ER  - 

@article{
author = "Lippert, Rainer and Shubina, Tatyana E. and Vojnović, Sandra and Pavić, Aleksandar and Veselinović, Jovana and Nikodinović-Runić, Jasmina and Stanković, Nada and Ivanović-Burmazović, Ivana",
year = "2017",
abstract = "In order to improve antimicrobial effects of previously studied meso-tetrakis(4-ferrocenylphenyl)porphyrin 1, we have modified its structure by replacing two trans-positioned ferrocenylphenyl moieties with methoxy methylene substituted tert-butylphenyl moieties. Newly synthesized 5(4),15(4)-bis-(ferrocenyl)-10(4),20(4)-bis-(tert-butyl)10(2),10(6),20(2),20(6)-tetrakis-(methoxy-methylene)-5,10,15,20-tetraphenylporphyrin 4 was chemically characterized in detail (by NMR, UV/Vis, IR, MALDI-TOF and ESI MS spectrometry, cyclic voltammetry, prediction of the relative lipophilicity as well as computational methods) and its biological effects were studied in terms of its antibacterial and antifungal activity (both with and without photoactivation), cytotoxicity, hemolysis and DNA cleavage. New ferrocene bearing porphyrin 4 has demonstrated a broader antimicrobial spectrum and modified effects on eukaryotic cells compared to 1. This was discussed in terms of its i) increased lipophilicity, while exhibiting.lower toxicity, and ii) the redox potential of a two-electron process that is shifted to lower values, in comparison to ferrocene, thus, entering the physiologically available range and being activated towards redox interactions with biomolecules.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Redox behavior and biological properties of ferrocene bearing porphyrins",
volume = "171",
pages = "76-89",
doi = "10.1016/j.jinorgbio.2017.03.002"
}

Lippert, R., Shubina, T. E., Vojnović, S., Pavić, A., Veselinović, J., Nikodinović-Runić, J., Stanković, N.,& Ivanović-Burmazović, I.. (2017). Redox behavior and biological properties of ferrocene bearing porphyrins. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 171, 76-89.
https://doi.org/10.1016/j.jinorgbio.2017.03.002

Lippert R, Shubina TE, Vojnović S, Pavić A, Veselinović J, Nikodinović-Runić J, Stanković N, Ivanović-Burmazović I. Redox behavior and biological properties of ferrocene bearing porphyrins. in Journal of Inorganic Biochemistry. 2017;171:76-89.
doi:10.1016/j.jinorgbio.2017.03.002 .

Lippert, Rainer, Shubina, Tatyana E., Vojnović, Sandra, Pavić, Aleksandar, Veselinović, Jovana, Nikodinović-Runić, Jasmina, Stanković, Nada, Ivanović-Burmazović, Ivana, "Redox behavior and biological properties of ferrocene bearing porphyrins" in Journal of Inorganic Biochemistry, 171 (2017):76-89,
https://doi.org/10.1016/j.jinorgbio.2017.03.002 . .

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Šenerović, Lidija
AU  - Vranić, Marija
AU  - Pekmezović, Marina
AU  - Arsić-Arsnijević, Valentina
AU  - Veselinović, Aleksandar
AU  - Veselinović, Jovana
AU  - Šolaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2058
AB  - A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations. (C) 2016 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates
VL  - 24
IS  - 6
SP  - 1277
EP  - 1291
DO  - 10.1016/j.bmc.2016.01.058
ER  - 

@article{
author = "Ajdačić, Vladimir and Šenerović, Lidija and Vranić, Marija and Pekmezović, Marina and Arsić-Arsnijević, Valentina and Veselinović, Aleksandar and Veselinović, Jovana and Šolaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2016",
abstract = "A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations. (C) 2016 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates",
volume = "24",
number = "6",
pages = "1277-1291",
doi = "10.1016/j.bmc.2016.01.058"
}

Ajdačić, V., Šenerović, L., Vranić, M., Pekmezović, M., Arsić-Arsnijević, V., Veselinović, A., Veselinović, J., Šolaja, B. A., Nikodinović-Runić, J.,& Opsenica, I.. (2016). Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 24(6), 1277-1291.
https://doi.org/10.1016/j.bmc.2016.01.058

Ajdačić V, Šenerović L, Vranić M, Pekmezović M, Arsić-Arsnijević V, Veselinović A, Veselinović J, Šolaja BA, Nikodinović-Runić J, Opsenica I. Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic and Medicinal Chemistry. 2016;24(6):1277-1291.
doi:10.1016/j.bmc.2016.01.058 .

Ajdačić, Vladimir, Šenerović, Lidija, Vranić, Marija, Pekmezović, Marina, Arsić-Arsnijević, Valentina, Veselinović, Aleksandar, Veselinović, Jovana, Šolaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates" in Bioorganic and Medicinal Chemistry, 24, no. 6 (2016):1277-1291,
https://doi.org/10.1016/j.bmc.2016.01.058 . .

TY  - JOUR
AU  - Savić, Nada D.
AU  - Milivojević, Dušan R.
AU  - Glišić, Biljana Đ.
AU  - Ilić-Tomić, Tatjana
AU  - Veselinović, Jovana
AU  - Pavić, Aleksandar
AU  - Vasiljević, Branka
AU  - Nikodinović-Runić, Jasmina
AU  - Đuran, Miloš I.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2041
AB  - Five aromatic nitrogen-containing heterocycles, pyridazine (pydz, 1), pyrimidine (pm, 2), pyrazine (pz, 3), quinoxaline (qx, 4) and phenazine (phz, 5) have been used for the synthesis of gold(III) and silver(I) complexes. In contrast to the mononuclear Au1-5 complexes all having square-planar geometry, the corresponding Ag1-5 complexes have been found to be polynuclear and of different geometries. Complexes Au1-5 and Ag1-5, along with K[AuCl4], AgNO3 and N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. All tested complexes exhibited excellent to good antibacterial activity with minimal inhibitory (MIC) values in the range of 2.5 to 100 mu g mL(-1) against the investigated strains. The complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.5-30 mu g mL(-1)) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. Moreover, the Au1-4 and Ag1-5 complexes exhibited pronounced ability to competitively intercalate double stranded genomic DNA of P. aeruginosa, which was demonstrated by gel electrophoresis techniques and supported by molecular docking into the DNA major groove. Antiproliferative effect on the normal human lung fibroblast cell line MRC5 has also been evaluated in order to determine therapeutic potential of Au1-5 and Ag1-5 complexes. Since the investigated gold(III) complexes showed much lower negative effects on the viability of the MRC5 cell line than their silver(I) analogues and slightly lower antimicrobial activity against the investigated strains, the combination approach to improve their pharmacological profiles was applied. Synergistic antimicrobial effect and the selectivity index of 10 were achieved for the selected gold(III)/silver(I) complexes mixtures, as well as higher P. aeruginosa PAO1 biofilm disruption activity, and improved toxicity profile towards zebrafish embryos, in comparison to the single complexes. To the best of our knowledge, this is the first report on synergistic activity of gold(III)/silver(I) complexes mixtures and it could have an impact on development of new combination therapy methods for the treatment of multi-resistant bacterial infections.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture
VL  - 6
IS  - 16
SP  - 13193
EP  - 13206
DO  - 10.1039/c5ra26002g
ER  - 

@article{
author = "Savić, Nada D. and Milivojević, Dušan R. and Glišić, Biljana Đ. and Ilić-Tomić, Tatjana and Veselinović, Jovana and Pavić, Aleksandar and Vasiljević, Branka and Nikodinović-Runić, Jasmina and Đuran, Miloš I.",
year = "2016",
abstract = "Five aromatic nitrogen-containing heterocycles, pyridazine (pydz, 1), pyrimidine (pm, 2), pyrazine (pz, 3), quinoxaline (qx, 4) and phenazine (phz, 5) have been used for the synthesis of gold(III) and silver(I) complexes. In contrast to the mononuclear Au1-5 complexes all having square-planar geometry, the corresponding Ag1-5 complexes have been found to be polynuclear and of different geometries. Complexes Au1-5 and Ag1-5, along with K[AuCl4], AgNO3 and N-heterocyclic ligands used for their synthesis, were evaluated by in vitro antimicrobial studies against a panel of microbial strains that lead to many skin and soft tissue, respiratory, wound and nosocomial infections. All tested complexes exhibited excellent to good antibacterial activity with minimal inhibitory (MIC) values in the range of 2.5 to 100 mu g mL(-1) against the investigated strains. The complexes were particularly efficient against pathogenic Pseudomonas aeruginosa (MIC = 2.5-30 mu g mL(-1)) and had a marked ability to disrupt clinically relevant biofilms of strains with high inherent resistance to antibiotics. Moreover, the Au1-4 and Ag1-5 complexes exhibited pronounced ability to competitively intercalate double stranded genomic DNA of P. aeruginosa, which was demonstrated by gel electrophoresis techniques and supported by molecular docking into the DNA major groove. Antiproliferative effect on the normal human lung fibroblast cell line MRC5 has also been evaluated in order to determine therapeutic potential of Au1-5 and Ag1-5 complexes. Since the investigated gold(III) complexes showed much lower negative effects on the viability of the MRC5 cell line than their silver(I) analogues and slightly lower antimicrobial activity against the investigated strains, the combination approach to improve their pharmacological profiles was applied. Synergistic antimicrobial effect and the selectivity index of 10 were achieved for the selected gold(III)/silver(I) complexes mixtures, as well as higher P. aeruginosa PAO1 biofilm disruption activity, and improved toxicity profile towards zebrafish embryos, in comparison to the single complexes. To the best of our knowledge, this is the first report on synergistic activity of gold(III)/silver(I) complexes mixtures and it could have an impact on development of new combination therapy methods for the treatment of multi-resistant bacterial infections.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture",
volume = "6",
number = "16",
pages = "13193-13206",
doi = "10.1039/c5ra26002g"
}

Savić, N. D., Milivojević, D. R., Glišić, B. Đ., Ilić-Tomić, T., Veselinović, J., Pavić, A., Vasiljević, B., Nikodinović-Runić, J.,& Đuran, M. I.. (2016). A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(16), 13193-13206.
https://doi.org/10.1039/c5ra26002g

Savić ND, Milivojević DR, Glišić BĐ, Ilić-Tomić T, Veselinović J, Pavić A, Vasiljević B, Nikodinović-Runić J, Đuran MI. A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture. in RSC Advances. 2016;6(16):13193-13206.
doi:10.1039/c5ra26002g .

Savić, Nada D., Milivojević, Dušan R., Glišić, Biljana Đ., Ilić-Tomić, Tatjana, Veselinović, Jovana, Pavić, Aleksandar, Vasiljević, Branka, Nikodinović-Runić, Jasmina, Đuran, Miloš I., "A comparative antimicrobial and toxicological study of gold(III) and silver(I) complexes with aromatic nitrogen-containing heterocycles: synergistic activity and improved selectivity index of Au(III)/Ag(I) complexes mixture" in RSC Advances, 6, no. 16 (2016):13193-13206,
https://doi.org/10.1039/c5ra26002g . .

TY  - JOUR
AU  - Veselinović, Jovana
AU  - Kocić, Gordana M.
AU  - Pavić, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Šenerović, Lidija
AU  - Nikolić, Goran M.
AU  - Veselinović, Aleksandar
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1699
AB  - A study of structure cytotoxic-activity relationship of three hydroxy 4-phenyl-coumarins and basic coumarin molecule against two human cell lines (MRC5 fibroblasts and A375 melanoma cells) is presented. Of all investigated compounds the highest cytotoxic activity in both cell lines was determined for 7,8-dihydroxy-4-phenyl coumarin. SAR studies revealed the influence of phenyl group and hydroxyl group's number and position on cytotoxic activity. In addition, to get an insight about their binding preferences at the active site of the receptor (catalytic subunit of cAMP-dependent protein kinase) molecular docking studies were performed. Docking studies suggest that 4-phenyl hydroxycoumarins are potent cAMP-dependent protein kinase inhibitors, better than their analogs without phenyl group. The teratogenic potential was assessed in zebrafish embryo toxicity test and results showed that 4-phenyl dihydroxycoumarins were more while 7-hydroxy-4-phenyl coumarin was less embryo toxic in comparison to coumarin. In order to examine selected 4-phenyl hydroxycoumarins as a new lead compounds the druglikeness of selected 4-phenyl hydroxycoumarins was estimated by using Lipinski's "rule of five". All selected 4-phenyl hydroxycoumarins proved to have satisfying pharmacokinetic profile.
PB  - Elsevier Ireland Ltd, Clare
T2  - Chemico-biological Interactions
T1  - Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study
VL  - 231
SP  - 10
EP  - 17
DO  - 10.1016/j.cbi.2015.02.011
ER  - 

@article{
author = "Veselinović, Jovana and Kocić, Gordana M. and Pavić, Aleksandar and Nikodinović-Runić, Jasmina and Šenerović, Lidija and Nikolić, Goran M. and Veselinović, Aleksandar",
year = "2015",
abstract = "A study of structure cytotoxic-activity relationship of three hydroxy 4-phenyl-coumarins and basic coumarin molecule against two human cell lines (MRC5 fibroblasts and A375 melanoma cells) is presented. Of all investigated compounds the highest cytotoxic activity in both cell lines was determined for 7,8-dihydroxy-4-phenyl coumarin. SAR studies revealed the influence of phenyl group and hydroxyl group's number and position on cytotoxic activity. In addition, to get an insight about their binding preferences at the active site of the receptor (catalytic subunit of cAMP-dependent protein kinase) molecular docking studies were performed. Docking studies suggest that 4-phenyl hydroxycoumarins are potent cAMP-dependent protein kinase inhibitors, better than their analogs without phenyl group. The teratogenic potential was assessed in zebrafish embryo toxicity test and results showed that 4-phenyl dihydroxycoumarins were more while 7-hydroxy-4-phenyl coumarin was less embryo toxic in comparison to coumarin. In order to examine selected 4-phenyl hydroxycoumarins as a new lead compounds the druglikeness of selected 4-phenyl hydroxycoumarins was estimated by using Lipinski's "rule of five". All selected 4-phenyl hydroxycoumarins proved to have satisfying pharmacokinetic profile.",
publisher = "Elsevier Ireland Ltd, Clare",
journal = "Chemico-biological Interactions",
title = "Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study",
volume = "231",
pages = "10-17",
doi = "10.1016/j.cbi.2015.02.011"
}

Veselinović, J., Kocić, G. M., Pavić, A., Nikodinović-Runić, J., Šenerović, L., Nikolić, G. M.,& Veselinović, A.. (2015). Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study. in Chemico-biological Interactions
Elsevier Ireland Ltd, Clare., 231, 10-17.
https://doi.org/10.1016/j.cbi.2015.02.011

Veselinović J, Kocić GM, Pavić A, Nikodinović-Runić J, Šenerović L, Nikolić GM, Veselinović A. Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study. in Chemico-biological Interactions. 2015;231:10-17.
doi:10.1016/j.cbi.2015.02.011 .

Veselinović, Jovana, Kocić, Gordana M., Pavić, Aleksandar, Nikodinović-Runić, Jasmina, Šenerović, Lidija, Nikolić, Goran M., Veselinović, Aleksandar, "Selected 4-phenyl hydroxycoumarins: In vitro cytotoxicity, teratogenic effect on zebrafish (Danio rerio) embryos and molecular docking study" in Chemico-biological Interactions, 231 (2015):10-17,
https://doi.org/10.1016/j.cbi.2015.02.011 . .