Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids
Samo za registrovane korisnike
2017
Autori
Dobričić, VladimirSavić, Jelena
Nikolić, Katarina
Vladimirov, Sote
Vujić, Zorica
Brborić, Jasmina
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Gastrointestinal absorption of thirteen novel beta-hydroxy-beta-arylalkanoic acids (HAA) with anti-inflammatory activity was predicted by use of biopartitioning micellar chromatography and compared to ibuprofen. All tested HAA have lower retention factors (k) and lower expected gastrointestinal absorption than ibuprofen, whereas derivatives with the highest values of k are 1C, 2APTF and 2C. Quantitative structure-retention relationship (QSRR) analysis was performed in order to identify molecular descriptors with the highest influence on k and ANN(k) model was selected as optimal. Descriptors which form this model (nBM, P VSA_LogP_8 and Eta_L) indicate that replacement of phenyl ring with a saturated or partially unsaturated one, as well as presence of halogens and nitro group should positively affect k values. On the basis of these conclusions, six novel HAA were designed and selected QSRR model was used for the prediction of their k values.
Izvor:
European Journal of Pharmaceutical Sciences, 2017, 100, 280-284Izdavač:
- Elsevier Science BV, Amsterdam
Finansiranje / projekti:
- Razvoj molekula sa antiinflamatornim i kardioproaktivnim dejstvom: strukturne modifikacije, modelovanje, fizičkohemijska karakterizacija i formulaciona ispitivanja (RS-MESTD-Basic Research (BR or ON)-172041)
DOI: 10.1016/j.ejps.2017.01.023
ISSN: 0928-0987
PubMed: 28126559
WoS: 000397373900031
Scopus: 2-s2.0-85012284036
Institucija/grupa
PharmacyTY - JOUR AU - Dobričić, Vladimir AU - Savić, Jelena AU - Nikolić, Katarina AU - Vladimirov, Sote AU - Vujić, Zorica AU - Brborić, Jasmina PY - 2017 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2913 AB - Gastrointestinal absorption of thirteen novel beta-hydroxy-beta-arylalkanoic acids (HAA) with anti-inflammatory activity was predicted by use of biopartitioning micellar chromatography and compared to ibuprofen. All tested HAA have lower retention factors (k) and lower expected gastrointestinal absorption than ibuprofen, whereas derivatives with the highest values of k are 1C, 2APTF and 2C. Quantitative structure-retention relationship (QSRR) analysis was performed in order to identify molecular descriptors with the highest influence on k and ANN(k) model was selected as optimal. Descriptors which form this model (nBM, P VSA_LogP_8 and Eta_L) indicate that replacement of phenyl ring with a saturated or partially unsaturated one, as well as presence of halogens and nitro group should positively affect k values. On the basis of these conclusions, six novel HAA were designed and selected QSRR model was used for the prediction of their k values. PB - Elsevier Science BV, Amsterdam T2 - European Journal of Pharmaceutical Sciences T1 - Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids VL - 100 SP - 280 EP - 284 DO - 10.1016/j.ejps.2017.01.023 ER -
@article{ author = "Dobričić, Vladimir and Savić, Jelena and Nikolić, Katarina and Vladimirov, Sote and Vujić, Zorica and Brborić, Jasmina", year = "2017", abstract = "Gastrointestinal absorption of thirteen novel beta-hydroxy-beta-arylalkanoic acids (HAA) with anti-inflammatory activity was predicted by use of biopartitioning micellar chromatography and compared to ibuprofen. All tested HAA have lower retention factors (k) and lower expected gastrointestinal absorption than ibuprofen, whereas derivatives with the highest values of k are 1C, 2APTF and 2C. Quantitative structure-retention relationship (QSRR) analysis was performed in order to identify molecular descriptors with the highest influence on k and ANN(k) model was selected as optimal. Descriptors which form this model (nBM, P VSA_LogP_8 and Eta_L) indicate that replacement of phenyl ring with a saturated or partially unsaturated one, as well as presence of halogens and nitro group should positively affect k values. On the basis of these conclusions, six novel HAA were designed and selected QSRR model was used for the prediction of their k values.", publisher = "Elsevier Science BV, Amsterdam", journal = "European Journal of Pharmaceutical Sciences", title = "Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids", volume = "100", pages = "280-284", doi = "10.1016/j.ejps.2017.01.023" }
Dobričić, V., Savić, J., Nikolić, K., Vladimirov, S., Vujić, Z.,& Brborić, J.. (2017). Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids. in European Journal of Pharmaceutical Sciences Elsevier Science BV, Amsterdam., 100, 280-284. https://doi.org/10.1016/j.ejps.2017.01.023
Dobričić V, Savić J, Nikolić K, Vladimirov S, Vujić Z, Brborić J. Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids. in European Journal of Pharmaceutical Sciences. 2017;100:280-284. doi:10.1016/j.ejps.2017.01.023 .
Dobričić, Vladimir, Savić, Jelena, Nikolić, Katarina, Vladimirov, Sote, Vujić, Zorica, Brborić, Jasmina, "Application of biopartitioning micellar chromatography and QSRR modeling for prediction of gastrointestinal absorption and design of novel beta-hydroxy-beta-arylalkanoic acids" in European Journal of Pharmaceutical Sciences, 100 (2017):280-284, https://doi.org/10.1016/j.ejps.2017.01.023 . .