Theoretical Models and QSRR in Retention Modeling of Eight Aminopyridines
2016
Download 🢃
Authors
Tumpa, AnjaKalinić, Marko
Jovanović, Predrag
Erić, Slavica
Rakić, Tijana
Jančić-Stojanović, Biljana
Medenica, Mirjana
Article (Published version)
Metadata
Show full item recordAbstract
In this article, retention modeling of eight aminopyridines (synthesized and characterized at the Faculty of Pharmacy) in reversed-phase high performance liquid chromatography (RP-HPLC) was performed. No data related to their retention in the RP-HPLC system were found. Knowing that, it was recognized as very important to describe their retention behavior. The influences of pH of the mobile phase and the organic modifier content on the retention factors were investigated. Two theoretical models for the dependence of retention factor of organic modifier content were tested. Then, the most reliable and accurate prediction of log k was created, testing multiple linear regression model-quantitative structure-retention relationships (MLR-QSRR) and support vector regression machine-quantitative structure-retention relationships (SVM-QSRR). Initially, 400 descriptors were calculated, but four of them (POM, log D, M-SZX/RZX and m-RPCG) were included in the models. SVM-QSRR performed significant...ly better than the MLR model. Apart from aminopyridines, four structurally similar substances (indapamide, gliclazide, sulfamethoxazole and furosemide) were followed in the same chromatographic system. They were used as external validation set for the QSRR model (it performed well within its applicability domain, which was defined using a bounding box approach). After having described retention of eight aminopyridines with both theoretical and QSRR models, further investigations in this field can be conducted.
Source:
Journal of Chromatographic Science, 2016, 54, 3, 436-444Publisher:
- Oxford Univ Press Inc, Cary
Funding / projects:
- Modelling of different chromatographic systems with chemometrical approach in pharmaceutical analysis (RS-MESTD-Basic Research (BR or ON)-172052)
DOI: 10.1093/chromsci/bmv165
ISSN: 0021-9665
PubMed: 26590237
WoS: 000380263300020
Scopus: 2-s2.0-84960121531
Collections
Institution/Community
PharmacyTY - JOUR AU - Tumpa, Anja AU - Kalinić, Marko AU - Jovanović, Predrag AU - Erić, Slavica AU - Rakić, Tijana AU - Jančić-Stojanović, Biljana AU - Medenica, Mirjana PY - 2016 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2650 AB - In this article, retention modeling of eight aminopyridines (synthesized and characterized at the Faculty of Pharmacy) in reversed-phase high performance liquid chromatography (RP-HPLC) was performed. No data related to their retention in the RP-HPLC system were found. Knowing that, it was recognized as very important to describe their retention behavior. The influences of pH of the mobile phase and the organic modifier content on the retention factors were investigated. Two theoretical models for the dependence of retention factor of organic modifier content were tested. Then, the most reliable and accurate prediction of log k was created, testing multiple linear regression model-quantitative structure-retention relationships (MLR-QSRR) and support vector regression machine-quantitative structure-retention relationships (SVM-QSRR). Initially, 400 descriptors were calculated, but four of them (POM, log D, M-SZX/RZX and m-RPCG) were included in the models. SVM-QSRR performed significantly better than the MLR model. Apart from aminopyridines, four structurally similar substances (indapamide, gliclazide, sulfamethoxazole and furosemide) were followed in the same chromatographic system. They were used as external validation set for the QSRR model (it performed well within its applicability domain, which was defined using a bounding box approach). After having described retention of eight aminopyridines with both theoretical and QSRR models, further investigations in this field can be conducted. PB - Oxford Univ Press Inc, Cary T2 - Journal of Chromatographic Science T1 - Theoretical Models and QSRR in Retention Modeling of Eight Aminopyridines VL - 54 IS - 3 SP - 436 EP - 444 DO - 10.1093/chromsci/bmv165 ER -
@article{ author = "Tumpa, Anja and Kalinić, Marko and Jovanović, Predrag and Erić, Slavica and Rakić, Tijana and Jančić-Stojanović, Biljana and Medenica, Mirjana", year = "2016", abstract = "In this article, retention modeling of eight aminopyridines (synthesized and characterized at the Faculty of Pharmacy) in reversed-phase high performance liquid chromatography (RP-HPLC) was performed. No data related to their retention in the RP-HPLC system were found. Knowing that, it was recognized as very important to describe their retention behavior. The influences of pH of the mobile phase and the organic modifier content on the retention factors were investigated. Two theoretical models for the dependence of retention factor of organic modifier content were tested. Then, the most reliable and accurate prediction of log k was created, testing multiple linear regression model-quantitative structure-retention relationships (MLR-QSRR) and support vector regression machine-quantitative structure-retention relationships (SVM-QSRR). Initially, 400 descriptors were calculated, but four of them (POM, log D, M-SZX/RZX and m-RPCG) were included in the models. SVM-QSRR performed significantly better than the MLR model. Apart from aminopyridines, four structurally similar substances (indapamide, gliclazide, sulfamethoxazole and furosemide) were followed in the same chromatographic system. They were used as external validation set for the QSRR model (it performed well within its applicability domain, which was defined using a bounding box approach). After having described retention of eight aminopyridines with both theoretical and QSRR models, further investigations in this field can be conducted.", publisher = "Oxford Univ Press Inc, Cary", journal = "Journal of Chromatographic Science", title = "Theoretical Models and QSRR in Retention Modeling of Eight Aminopyridines", volume = "54", number = "3", pages = "436-444", doi = "10.1093/chromsci/bmv165" }
Tumpa, A., Kalinić, M., Jovanović, P., Erić, S., Rakić, T., Jančić-Stojanović, B.,& Medenica, M.. (2016). Theoretical Models and QSRR in Retention Modeling of Eight Aminopyridines. in Journal of Chromatographic Science Oxford Univ Press Inc, Cary., 54(3), 436-444. https://doi.org/10.1093/chromsci/bmv165
Tumpa A, Kalinić M, Jovanović P, Erić S, Rakić T, Jančić-Stojanović B, Medenica M. Theoretical Models and QSRR in Retention Modeling of Eight Aminopyridines. in Journal of Chromatographic Science. 2016;54(3):436-444. doi:10.1093/chromsci/bmv165 .
Tumpa, Anja, Kalinić, Marko, Jovanović, Predrag, Erić, Slavica, Rakić, Tijana, Jančić-Stojanović, Biljana, Medenica, Mirjana, "Theoretical Models and QSRR in Retention Modeling of Eight Aminopyridines" in Journal of Chromatographic Science, 54, no. 3 (2016):436-444, https://doi.org/10.1093/chromsci/bmv165 . .