High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors

Dobričić, Vladimir; Savić, Jelena; Tomašič, Tihomir; Durcik, Martina; Zidar, Nace; Peterlin Mašič, Lucija; Ilaš, Janez; Kikelj, Danijel; Čudina, Olivera

doi:10.1556/1326.2022.01096

Artykuł - szczegóły

Tytuł artykułu

High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors

Autorzy

Dobričić Vladimir , Savić Jelena , Tomašič Tihomir , Durcik Martina , Zidar Nace , Peterlin Mašič Lucija , Ilaš Janez , Kikelj Danijel , Čudina Olivera

Wybrane pełne teksty z tego czasopisma

Identyfikatory

DOI

10.1556/1326.2022.01096

Warianty tytułu

Języki publikacji

Abstrakty

Bacterial DNA gyrase and topoisomerase IV control the topological state of DNA during replication and represent important antibacterial drug targets. To be successful as drug candidates, newly synthesized compounds must possess optimal lipophilicity, which enables efficient delivery to the site of action. In this study, retention behavior of twenty-three previously synthesized dual DNA gyrase and topoisomerase IV inhibitors was tested in RP-HPLC system, consisting of C8 column and acetonitrile/phosphate buffer (pH 5.5 and pH 7.4) mobile phase. logD was calculated at both pH values and the best correlation with logD was obtained for retention parameter ϕ0, indicating that this RP-HPLC system could be used as an alternative to the shake-flask determination of lipophilicity. Subsequent QSRR analysis revealed that intrinsic lipophilicity (logP) and molecular weight (bcutm13) have a positive, while solubility (bcutp3) has a negative influence on this retention parameter.

Słowa kluczowe

RP-HPLC DNA gyrase and topoisomerase IV inhibitors lipophilicity prediction PLS MLR models SVM models

Wydawca

University of Silesia in Katowice
Akademiai Kiado

Czasopismo

Acta Chromatographica

Rocznik

2024

Tom

Vol. 36, no. 1

Strony

45--51

Opis fizyczny

Bibliogr. 48 poz., rys., tab., wykr.

Twórcy

autor

Dobričić Vladimir

vladimir@pharmacy.bg.ac.rs

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11000 Belgrade, Serbia

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

autor

Savić Jelena

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11000 Belgrade, Serbia

autor

Tomašič Tihomir

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia

autor

Durcik Martina

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia

autor

Zidar Nace

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia

autor

Peterlin Mašič Lucija

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia

autor

Ilaš Janez

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia

autor

Kikelj Danijel

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Ljubljana, Aškerčeva cesta 7, 1000 Ljubljana, Slovenia

autor

Čudina Olivera

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11000 Belgrade, Serbia

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Typ dokumentu

Bibliografia

Identyfikator YADDA

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