High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors
Аутори
Dobričić, VladimirSavić, Jelena
Tomašić, Tihomir
Durcik, Martina
Zidar, Nace
Peterlin-Mašič, Lucija
Ilaš, Janez
Kikelj, Danijel
Čudina, Olivera
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
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.
Кључне речи:
RP-HPLC / DNA gyrase and topoisomerase IV inhibitors / lipophilicity prediction / PLS, MLR and SVM modelsИзвор:
Acta Chromatographica, 2024, 36, 1, 45-51Издавач:
- Akadémiai Kiadó
Финансирање / пројекти:
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200161 (Универзитет у Београду, Фармацеутски факултет) (RS-MESTD-inst-2020-200161)
- Slovenian Research Agency (Grant No. P1-0208)
- The project of bilateral cooperation between Republic of Slovenia and Republic of Serbia (BI-RS/18-19-034)
Институција/група
PharmacyTY - JOUR AU - Dobričić, Vladimir AU - Savić, Jelena AU - Tomašić, Tihomir AU - Durcik, Martina AU - Zidar, Nace AU - Peterlin-Mašič, Lucija AU - Ilaš, Janez AU - Kikelj, Danijel AU - Čudina, Olivera PY - 2024 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/5431 AB - 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. PB - Akadémiai Kiadó T2 - Acta Chromatographica T1 - High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors VL - 36 IS - 1 SP - 45 EP - 51 DO - 10.1556/1326.2022.01096 ER -
@article{ author = "Dobričić, Vladimir and Savić, Jelena and Tomašić, Tihomir and Durcik, Martina and Zidar, Nace and Peterlin-Mašič, Lucija and Ilaš, Janez and Kikelj, Danijel and Čudina, Olivera", year = "2024", abstract = "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.", publisher = "Akadémiai Kiadó", journal = "Acta Chromatographica", title = "High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors", volume = "36", number = "1", pages = "45-51", doi = "10.1556/1326.2022.01096" }
Dobričić, V., Savić, J., Tomašić, T., Durcik, M., Zidar, N., Peterlin-Mašič, L., Ilaš, J., Kikelj, D.,& Čudina, O.. (2024). High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors. in Acta Chromatographica Akadémiai Kiadó., 36(1), 45-51. https://doi.org/10.1556/1326.2022.01096
Dobričić V, Savić J, Tomašić T, Durcik M, Zidar N, Peterlin-Mašič L, Ilaš J, Kikelj D, Čudina O. High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors. in Acta Chromatographica. 2024;36(1):45-51. doi:10.1556/1326.2022.01096 .
Dobričić, Vladimir, Savić, Jelena, Tomašić, Tihomir, Durcik, Martina, Zidar, Nace, Peterlin-Mašič, Lucija, Ilaš, Janez, Kikelj, Danijel, Čudina, Olivera, "High-performance liquid chromatography evaluation of lipophilicity and QSRR modeling of a series of dual DNA gyrase and topoisomerase IV inhibitors" in Acta Chromatographica, 36, no. 1 (2024):45-51, https://doi.org/10.1556/1326.2022.01096 . .