TY  - JOUR
AU  - Savić, Jelena S.
AU  - Marković, Bojan
AU  - Vitnik, Vesna
AU  - Dilber, Sanda P.
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2271
AB  - pKa values of five β-hydroxy-β-arylalkanoic acids and ibuprofen were determined using the RP-HPLC method. Stationary phase was octadecyl modified (C-18) silica gel, and mobile phase was a mixture of methanol and one of nine different buffers (60:40, v/v). wspH values were measured after mixing methanol with an appropriate buffer. The mean retention time of each compound was plotted against wspH of each mobile phase. The inflection point of each sigmoidal curve represented wspK a of the compound. Using wspK a in already known equations for the specific methanol/buffer mixture, wwpK a values were calculated. Obtained pKa values for synthesized compounds were in a narrow range from 3.34-3.81 and pKa for ibuprofen was 4.45. Predicted pKa values for these compounds in SPARC software showed good correlation with experimental pKa values (R2=0.8048).
PB  - University of Kragujevac, Faculty of Science
T2  - Kragujevac Journal of Science
T1  - Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography
IS  - 40
SP  - 103
EP  - 111
DO  - 10.5937/KgJSci1840103S
ER  - 

@article{
author = "Savić, Jelena S. and Marković, Bojan and Vitnik, Vesna and Dilber, Sanda P.",
year = "2018",
abstract = "pKa values of five β-hydroxy-β-arylalkanoic acids and ibuprofen were determined using the RP-HPLC method. Stationary phase was octadecyl modified (C-18) silica gel, and mobile phase was a mixture of methanol and one of nine different buffers (60:40, v/v). wspH values were measured after mixing methanol with an appropriate buffer. The mean retention time of each compound was plotted against wspH of each mobile phase. The inflection point of each sigmoidal curve represented wspK a of the compound. Using wspK a in already known equations for the specific methanol/buffer mixture, wwpK a values were calculated. Obtained pKa values for synthesized compounds were in a narrow range from 3.34-3.81 and pKa for ibuprofen was 4.45. Predicted pKa values for these compounds in SPARC software showed good correlation with experimental pKa values (R2=0.8048).",
publisher = "University of Kragujevac, Faculty of Science",
journal = "Kragujevac Journal of Science",
title = "Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography",
number = "40",
pages = "103-111",
doi = "10.5937/KgJSci1840103S"
}

Savić, J. S., Marković, B., Vitnik, V.,& Dilber, S. P.. (2018). Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography. in Kragujevac Journal of Science
University of Kragujevac, Faculty of Science.(40), 103-111.
https://doi.org/10.5937/KgJSci1840103S

Savić JS, Marković B, Vitnik V, Dilber SP. Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography. in Kragujevac Journal of Science. 2018;(40):103-111.
doi:10.5937/KgJSci1840103S .

Savić, Jelena S., Marković, Bojan, Vitnik, Vesna, Dilber, Sanda P., "Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography" in Kragujevac Journal of Science, no. 40 (2018):103-111,
https://doi.org/10.5937/KgJSci1840103S . .

TY  - JOUR
AU  - Vitnik, Vesna
AU  - Vitnik, Željko
AU  - Božić, Bojan
AU  - Valentić, Nataša V.
AU  - Dilber, Sanda P.
AU  - Mijin, Dušan
AU  - Ušćumlić, Gordana
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2262
AB  - In this paper, spectroscopic and quantum mechanical investigation of nine 4-aryl-5-arylazo-3-cyano-6-hydroxy-2-pyridone dyes was performed, and obtained density functional theory (DFT) results were compared with experimental data. The structural and spectroscopic properties of azo-2-pyridone dyes were studied by DFT using B3LYP, CAM-B3LYP, and M06-2X methods with a 6-311++G(d,p) basis set. Comparison of results reveals that the scaled theoretical vibrational frequencies of azo dyes are in good agreement with experimental data. The time-dependent DFT calculated and experimental ultraviolet-visible (UV-vis) absorption spectra are also in good agreement. The effect of electron-donating -OCH3 and electron-withdrawing -NO2 groups on the structural parameters, vibrational frequencies, UV-vis absorption, and natural bond orbital (NBO) atomic charges were thoroughly analysed. Vibrational, UV-vis, and NBO analyses confirm that investigated dyes exist in the hydrazo tautomeric form in the solid state and ethanol solution. These analyses signify the occurrence of intramolecular charge transfer in these azo-pyridone dyes.
PB  - Blackwell Publishing Ltd
T2  - Coloration Technology
T1  - Experimental and theoretical insight into the electronic properties of 4-aryl-5-arylazo-3-cyano-6-hydroxy-2-pyridone dyes
VL  - 133
IS  - 3
SP  - 223
EP  - 233
DO  - 10.1111/cote.12271
ER  - 

@article{
author = "Vitnik, Vesna and Vitnik, Željko and Božić, Bojan and Valentić, Nataša V. and Dilber, Sanda P. and Mijin, Dušan and Ušćumlić, Gordana",
year = "2017",
abstract = "In this paper, spectroscopic and quantum mechanical investigation of nine 4-aryl-5-arylazo-3-cyano-6-hydroxy-2-pyridone dyes was performed, and obtained density functional theory (DFT) results were compared with experimental data. The structural and spectroscopic properties of azo-2-pyridone dyes were studied by DFT using B3LYP, CAM-B3LYP, and M06-2X methods with a 6-311++G(d,p) basis set. Comparison of results reveals that the scaled theoretical vibrational frequencies of azo dyes are in good agreement with experimental data. The time-dependent DFT calculated and experimental ultraviolet-visible (UV-vis) absorption spectra are also in good agreement. The effect of electron-donating -OCH3 and electron-withdrawing -NO2 groups on the structural parameters, vibrational frequencies, UV-vis absorption, and natural bond orbital (NBO) atomic charges were thoroughly analysed. Vibrational, UV-vis, and NBO analyses confirm that investigated dyes exist in the hydrazo tautomeric form in the solid state and ethanol solution. These analyses signify the occurrence of intramolecular charge transfer in these azo-pyridone dyes.",
publisher = "Blackwell Publishing Ltd",
journal = "Coloration Technology",
title = "Experimental and theoretical insight into the electronic properties of 4-aryl-5-arylazo-3-cyano-6-hydroxy-2-pyridone dyes",
volume = "133",
number = "3",
pages = "223-233",
doi = "10.1111/cote.12271"
}

Vitnik, V., Vitnik, Ž., Božić, B., Valentić, N. V., Dilber, S. P., Mijin, D.,& Ušćumlić, G.. (2017). Experimental and theoretical insight into the electronic properties of 4-aryl-5-arylazo-3-cyano-6-hydroxy-2-pyridone dyes. in Coloration Technology
Blackwell Publishing Ltd., 133(3), 223-233.
https://doi.org/10.1111/cote.12271

Vitnik V, Vitnik Ž, Božić B, Valentić NV, Dilber SP, Mijin D, Ušćumlić G. Experimental and theoretical insight into the electronic properties of 4-aryl-5-arylazo-3-cyano-6-hydroxy-2-pyridone dyes. in Coloration Technology. 2017;133(3):223-233.
doi:10.1111/cote.12271 .

Vitnik, Vesna, Vitnik, Željko, Božić, Bojan, Valentić, Nataša V., Dilber, Sanda P., Mijin, Dušan, Ušćumlić, Gordana, "Experimental and theoretical insight into the electronic properties of 4-aryl-5-arylazo-3-cyano-6-hydroxy-2-pyridone dyes" in Coloration Technology, 133, no. 3 (2017):223-233,
https://doi.org/10.1111/cote.12271 . .

TY  - JOUR
AU  - Vitnik, Vesna
AU  - Milenković, Marina
AU  - Dilber, Sanda P.
AU  - Vitnik, Željko
AU  - Juranić, Ivan
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/964
AB  - A series of α,β-unsaturated and α-bromo carboxylic acids were identified as potent antimicrobial agents. The antimicrobial activity was evaluated using the broth microdilution method. All acids 1-12 exhibited a significant activity against nine laboratory control strains of bacteria and two strains of yeast Candida albicans. The tested acids were efficiently prepared by optimized phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent with triethylbenzyl ammonium chloride (TEBA) as catalyst.
AB  - U ovom radu je prikazano in vitro ispitivanje antimikrobnog dejstva serije α,β-nezasićenih i α-bromkarboksilnih kiselina i pokazano je da su one potencijalno dobri antimikrobni agensi. Sve kiseline 1-12 pokazale su značajnu aktivnost prema devet sojeva bakterija i dva soja gljivica Candida albicans. Ispitivane kiseline sintetisane su u optimizovanoj reakciji ketona sa bromoformom i litijum-hidroksidom u smesi rastvarača (terc-butanol/voda). Kao katalizator za prenos između faza upotrebljen je trietilbenzilamonijum-hlorid (TEBA).
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Improved synthesis and in vitro study of antimicrobial activity of α,β-unsaturated and α-bromo carboxylic acids
T1  - Optimizacija sinteze i in vitro proučavanje antimikrobnog dejstva α,β-nezasićenih i α-bromkarboksilnih kiselina
VL  - 77
IS  - 6
SP  - 741
EP  - 750
DO  - 10.2298/JSC111104016V
ER  - 

@article{
author = "Vitnik, Vesna and Milenković, Marina and Dilber, Sanda P. and Vitnik, Željko and Juranić, Ivan",
year = "2012",
abstract = "A series of α,β-unsaturated and α-bromo carboxylic acids were identified as potent antimicrobial agents. The antimicrobial activity was evaluated using the broth microdilution method. All acids 1-12 exhibited a significant activity against nine laboratory control strains of bacteria and two strains of yeast Candida albicans. The tested acids were efficiently prepared by optimized phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent with triethylbenzyl ammonium chloride (TEBA) as catalyst., U ovom radu je prikazano in vitro ispitivanje antimikrobnog dejstva serije α,β-nezasićenih i α-bromkarboksilnih kiselina i pokazano je da su one potencijalno dobri antimikrobni agensi. Sve kiseline 1-12 pokazale su značajnu aktivnost prema devet sojeva bakterija i dva soja gljivica Candida albicans. Ispitivane kiseline sintetisane su u optimizovanoj reakciji ketona sa bromoformom i litijum-hidroksidom u smesi rastvarača (terc-butanol/voda). Kao katalizator za prenos između faza upotrebljen je trietilbenzilamonijum-hlorid (TEBA).",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Improved synthesis and in vitro study of antimicrobial activity of α,β-unsaturated and α-bromo carboxylic acids, Optimizacija sinteze i in vitro proučavanje antimikrobnog dejstva α,β-nezasićenih i α-bromkarboksilnih kiselina",
volume = "77",
number = "6",
pages = "741-750",
doi = "10.2298/JSC111104016V"
}

Vitnik, V., Milenković, M., Dilber, S. P., Vitnik, Ž.,& Juranić, I.. (2012). Improved synthesis and in vitro study of antimicrobial activity of α,β-unsaturated and α-bromo carboxylic acids. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 77(6), 741-750.
https://doi.org/10.2298/JSC111104016V

Vitnik V, Milenković M, Dilber SP, Vitnik Ž, Juranić I. Improved synthesis and in vitro study of antimicrobial activity of α,β-unsaturated and α-bromo carboxylic acids. in Journal of the Serbian Chemical Society. 2012;77(6):741-750.
doi:10.2298/JSC111104016V .

Vitnik, Vesna, Milenković, Marina, Dilber, Sanda P., Vitnik, Željko, Juranić, Ivan, "Improved synthesis and in vitro study of antimicrobial activity of α,β-unsaturated and α-bromo carboxylic acids" in Journal of the Serbian Chemical Society, 77, no. 6 (2012):741-750,
https://doi.org/10.2298/JSC111104016V . .

TY  - JOUR
AU  - Dilber, Sanda P.
AU  - Žižak, Željko
AU  - Stanojković, Tatjana
AU  - Juranić, Zorica
AU  - Drakulić, Branko
PY  - 2007
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4305
AB  - Article describes the synthesis of fifteen β-hydroxy- β-arylalkanoic acids by Reformatsky reaction using the 1-ethoxyethyl-2- bromoalkanoates, aromatic or cycloalkyl ketones or aromatic aldehydes. The short survey of previously reported synthetic procedures for title compounds, is given. The majority of obtained compounds exert antiproliferative activity in vitro toward human: HeLa, Fem-X cells, K562, and LS174 cells, having IC 50 values from 62.20 to 205 μM. The most active compound is 3-OH-2,2-di-Me-3-(4-biphenylyl)-butanoic acid, having the IC 50 value 62.20 μM toward HeLa cells. Seven examined compounds did not affect proliferation of healthy human blood peripheral mononuclear cells (PBMC and PBMC+ PHA), IC 50 > 300 μM. The preliminary QSAR results show that estimated lipophilicity of compounds influences their antiproliferative activity in the first place. The ability of dehydration, and the spatial arrangement of hydrophobic portion, HBD and HBA in molecules are has almost equal importance as lipophilicity.
PB  - MDPI
T2  - International Journal of Molecular Sciences
T1  - Antiproliferative activity of β-hydroxy- β-arylalkanoic acids
VL  - 8
IS  - 3
SP  - 214
EP  - 228
DO  - 10.3390/i8030214
ER  - 

@article{
author = "Dilber, Sanda P. and Žižak, Željko and Stanojković, Tatjana and Juranić, Zorica and Drakulić, Branko",
year = "2007",
abstract = "Article describes the synthesis of fifteen β-hydroxy- β-arylalkanoic acids by Reformatsky reaction using the 1-ethoxyethyl-2- bromoalkanoates, aromatic or cycloalkyl ketones or aromatic aldehydes. The short survey of previously reported synthetic procedures for title compounds, is given. The majority of obtained compounds exert antiproliferative activity in vitro toward human: HeLa, Fem-X cells, K562, and LS174 cells, having IC 50 values from 62.20 to 205 μM. The most active compound is 3-OH-2,2-di-Me-3-(4-biphenylyl)-butanoic acid, having the IC 50 value 62.20 μM toward HeLa cells. Seven examined compounds did not affect proliferation of healthy human blood peripheral mononuclear cells (PBMC and PBMC+ PHA), IC 50 > 300 μM. The preliminary QSAR results show that estimated lipophilicity of compounds influences their antiproliferative activity in the first place. The ability of dehydration, and the spatial arrangement of hydrophobic portion, HBD and HBA in molecules are has almost equal importance as lipophilicity.",
publisher = "MDPI",
journal = "International Journal of Molecular Sciences",
title = "Antiproliferative activity of β-hydroxy- β-arylalkanoic acids",
volume = "8",
number = "3",
pages = "214-228",
doi = "10.3390/i8030214"
}

Dilber, S. P., Žižak, Ž., Stanojković, T., Juranić, Z.,& Drakulić, B.. (2007). Antiproliferative activity of β-hydroxy- β-arylalkanoic acids. in International Journal of Molecular Sciences
MDPI., 8(3), 214-228.
https://doi.org/10.3390/i8030214

Dilber SP, Žižak Ž, Stanojković T, Juranić Z, Drakulić B. Antiproliferative activity of β-hydroxy- β-arylalkanoic acids. in International Journal of Molecular Sciences. 2007;8(3):214-228.
doi:10.3390/i8030214 .

Dilber, Sanda P., Žižak, Željko, Stanojković, Tatjana, Juranić, Zorica, Drakulić, Branko, "Antiproliferative activity of β-hydroxy- β-arylalkanoic acids" in International Journal of Molecular Sciences, 8, no. 3 (2007):214-228,
https://doi.org/10.3390/i8030214 . .