Estimation of lipophilicity and design of new 17β-carboxamide glucocorticoids using RP-HPLC and quantitative structure-retention relationships analysis

• Autorzy: Dobričić Vladimir , Bošković Jelena , Vukadinović Dragana , Vladimirov Sote , Čudina Olivera

Identyfikatory

DOI

10.1556/1326.2021.00893

• Języki publikacji: EN

Abstrakty

EN

Eight 17β-carboxamide glucocorticoids with local anti-inflammatory activity were selected and their retention behavior tested in six RP-HPLC systems (I–VI). logkw, a, and φ 0 parameters were calculated and correlation with previously determined logPo/w values was examined. RP-HPLC system IV, which consisted of cyano column and methanol–water mobile phases (50:50, 60:40, 70:30, and 80:20, v/v), was selected as the most reliable for lipophilicity prediction and used for the analysis of chromatographic behavior of remaining fourteen 17β-carboxamide glucocorticoids. Quantitative structure-retention relationships analysis was performed and PLS(logkw) model was selected as the most statistically significant. On the basis of selected model and interpretation of corresponding descriptors, new derivatives with higher logkw values and higher expected lipophilicity were designed.

Słowa kluczowe

EN

17β-carboxamide glucocorticoids; lipophilicity; QSRR; drug design

• Wydawca: University of Silesia in Katowice ; Akademiai Kiado
• Czasopismo: Acta Chromatographica
• Rocznik: 2022
• Tom: Vol. 34, no. 2
• Strony: 130--137
• Opis fizyczny: Bibliogr. 38 poz., rys., tab.

Twórcy

autor

Dobričić Vladimir

• Department of Pharmaceutical Chemistry, University of Belgrade-Faculty of Pharmacy, Belgrade, Republic of Serbia

• https://orcid.org/0000-0002-5086-9017

autor

Bošković Jelena

• Department of Pharmaceutical Chemistry, University of Belgrade-Faculty of Pharmacy, Belgrade, Republic of Serbia

autor

Vukadinović Dragana

• Department of Pharmaceutical Chemistry, University of Belgrade-Faculty of Pharmacy, Belgrade, Republic of Serbia

autor

Vladimirov Sote

• Department of Pharmaceutical Chemistry, University of Belgrade-Faculty of Pharmacy, Belgrade, Republic of Serbia

autor

Čudina Olivera

• Department of Pharmaceutical Chemistry, University of Belgrade-Faculty of Pharmacy, Belgrade, Republic of Serbia

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Uwagi

Opracowanie rekordu ze środków MEiN, umowa nr SONP/SP/546092/2022 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2022-2023).