Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure
Lipophilicity parameters (logP) were determined for thirteen synthesized β-hydroxy-β-arilalkanoic acids using reversed phase high performance liquid chromatography. Anti-inflammatory activity and potential selectivity towards cyclooxygenase-2 inhibition of synthetized compounds was assessed. Station...
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Pharmaceutical Association of Serbia, Belgrade, Serbia
2018-01-01
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doaj-833a670026b3446195e2d6c4cef283892021-03-22T20:06:39ZsrpPharmaceutical Association of Serbia, Belgrade, SerbiaArhiv za farmaciju0004-19632217-87672018-01-01681344510.5937/arhFarm1801034S0004-19631801034SLipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressureSavić Jelena0https://orcid.org/0000-0002-8508-5538Dilber Sanda1Crevar-Sakač Milkica2Vladimirov Sote3Brborić Jasmina4https://orcid.org/0000-0002-5202-8334Univerzitet u Beogradu, Farmaceutski fakultet, Katedra za farmaceutsku hemiju, Beograd, SerbiaUniverzitet u Beogradu, Farmaceutski fakultet, Katedra za organsku hemiju, Beograd, SerbiaUniverzitet u Beogradu, Farmaceutski fakultet, Katedra za farmaceutsku hemiju, Beograd, SerbiaUniverzitet u Beogradu, Farmaceutski fakultet, Katedra za farmaceutsku hemiju, Beograd, SerbiaUniverzitet u Beogradu, Farmaceutski fakultet, Katedra za farmaceutsku hemiju, Beograd, SerbiaLipophilicity parameters (logP) were determined for thirteen synthesized β-hydroxy-β-arilalkanoic acids using reversed phase high performance liquid chromatography. Anti-inflammatory activity and potential selectivity towards cyclooxygenase-2 inhibition of synthetized compounds was assessed. Stationary phase was octadecyl modified (C-18) silicagel, and four used mobile phases contained different amount of methanol. Both synthetized and standard compounds with known logP values (aspirin, ibuprofen, ketoprofen, naproxen and phenanthrene) were tested in a chromatographic system. Using retention times for each standard and synthesized compound logk values (logarithm of capacity factor) were calculated. Intercept on a graph showing dependency of logk from methanol amount in the mobile phase for each compound represents logKw(capacity factor when organic solvent amount is zero). Graph showing linear dependency of logP of standard compounds from experimentally obtained logKw values was plotted. LogP values for synthetized compounds were obtained by interpolation from the plotted graph. Obtained values are in a range from 2.901 to 3.847. The best correlation between experimentally obtained and predicted logP values was using KOWWIN software (R2=0.8864), which makes this software appropriate for predicting logP values of this type of compounds.https://scindeks-clanci.ceon.rs/data/pdf/0004-1963/2018/0004-19631801034S.pdfpartition coefficientlogpanti-inflammatory compoundsrp-hplckowwin |
collection |
DOAJ |
language |
srp |
format |
Article |
sources |
DOAJ |
author |
Savić Jelena Dilber Sanda Crevar-Sakač Milkica Vladimirov Sote Brborić Jasmina |
spellingShingle |
Savić Jelena Dilber Sanda Crevar-Sakač Milkica Vladimirov Sote Brborić Jasmina Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure Arhiv za farmaciju partition coefficient logp anti-inflammatory compounds rp-hplc kowwin |
author_facet |
Savić Jelena Dilber Sanda Crevar-Sakač Milkica Vladimirov Sote Brborić Jasmina |
author_sort |
Savić Jelena |
title |
Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure |
title_short |
Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure |
title_full |
Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure |
title_fullStr |
Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure |
title_full_unstemmed |
Lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure |
title_sort |
lipophilicity determination of β-hydroxy-β-arilalkanoic acids by reversed phase liquid chromatography under high pressure |
publisher |
Pharmaceutical Association of Serbia, Belgrade, Serbia |
series |
Arhiv za farmaciju |
issn |
0004-1963 2217-8767 |
publishDate |
2018-01-01 |
description |
Lipophilicity parameters (logP) were determined for thirteen synthesized β-hydroxy-β-arilalkanoic acids using reversed phase high performance liquid chromatography. Anti-inflammatory activity and potential selectivity towards cyclooxygenase-2 inhibition of synthetized compounds was assessed. Stationary phase was octadecyl modified (C-18) silicagel, and four used mobile phases contained different amount of methanol. Both synthetized and standard compounds with known logP values (aspirin, ibuprofen, ketoprofen, naproxen and phenanthrene) were tested in a chromatographic system. Using retention times for each standard and synthesized compound logk values (logarithm of capacity factor) were calculated. Intercept on a graph showing dependency of logk from methanol amount in the mobile phase for each compound represents logKw(capacity factor when organic solvent amount is zero). Graph showing linear dependency of logP of standard compounds from experimentally obtained logKw values was plotted. LogP values for synthetized compounds were obtained by interpolation from the plotted graph. Obtained values are in a range from 2.901 to 3.847. The best correlation between experimentally obtained and predicted logP values was using KOWWIN software (R2=0.8864), which makes this software appropriate for predicting logP values of this type of compounds. |
topic |
partition coefficient logp anti-inflammatory compounds rp-hplc kowwin |
url |
https://scindeks-clanci.ceon.rs/data/pdf/0004-1963/2018/0004-19631801034S.pdf |
work_keys_str_mv |
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