QSAR characterization of new synthesized hydantoins with antiproliferative activity
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2019
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Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Hydantois have been identified as constituents of a number of pharmacologically active molecules. In the present study, we have examined in vitro antiproliferative activity against human colon cancer cell lines HCT-116 of three series of 3-(4-substituted benzyl)-hydantoins with various substituent attached in position 5 of the hydantoin ring. Since the investigated compounds have recently been synthesized and show antiproliferative activity, a good understanding of the properties of the potential drug responsible for their pharmacokinetics is an important goal for their further development. One of the important properties is lipophilicity. Lipophilicity has been assessed by reversed-phase liquid chromatography (high-performance thin-layer chromatography and high-pressure liquid chromatography) by means of direct and indirect (using calibration curve) methods. Chromatographic lipophilicity indices in addition to calculated logP values were compared by hierarchical cluster analysis. The ...linear solvation energy relationship approach was used to understand and compare the types and relative strength of the molecular interactions that occur in the chromatographic as well as in the n-octanol-water partitioning systems. Finally, correlation between in silico pharmacokinetic predictors and antiproliferative activity was examined. Preliminary quantitative structure-activity relationship modeling indicates that pharmacokinetic predictors capture only one-quarter of all chemical features that are important for antiproliferative activity itself. Among selected descriptors are chromatographic lipophilicity indices.
Ključne reči:
ADMET / human colon cancer / lipophilicity / LSER / QSARIzvor:
Biomedical Chromatography, 2019, 33, 8Izdavač:
- Wiley, Hoboken
Finansiranje / projekti:
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-MESTD-Basic Research (BR or ON)-172013)
DOI: 10.1002/bmc.4539
ISSN: 0269-3879
PubMed: 30927290
WoS: 000502987000001
Scopus: 2-s2.0-85064487637
Institucija/grupa
Inovacioni centarTY - JOUR AU - Tot, Kristina AU - Lazić, Anita AU - Božić, Biljana AU - Mandić, Anamarija AU - Đaković-Sekulić, Tatjana PY - 2019 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4111 AB - Hydantois have been identified as constituents of a number of pharmacologically active molecules. In the present study, we have examined in vitro antiproliferative activity against human colon cancer cell lines HCT-116 of three series of 3-(4-substituted benzyl)-hydantoins with various substituent attached in position 5 of the hydantoin ring. Since the investigated compounds have recently been synthesized and show antiproliferative activity, a good understanding of the properties of the potential drug responsible for their pharmacokinetics is an important goal for their further development. One of the important properties is lipophilicity. Lipophilicity has been assessed by reversed-phase liquid chromatography (high-performance thin-layer chromatography and high-pressure liquid chromatography) by means of direct and indirect (using calibration curve) methods. Chromatographic lipophilicity indices in addition to calculated logP values were compared by hierarchical cluster analysis. The linear solvation energy relationship approach was used to understand and compare the types and relative strength of the molecular interactions that occur in the chromatographic as well as in the n-octanol-water partitioning systems. Finally, correlation between in silico pharmacokinetic predictors and antiproliferative activity was examined. Preliminary quantitative structure-activity relationship modeling indicates that pharmacokinetic predictors capture only one-quarter of all chemical features that are important for antiproliferative activity itself. Among selected descriptors are chromatographic lipophilicity indices. PB - Wiley, Hoboken T2 - Biomedical Chromatography T1 - QSAR characterization of new synthesized hydantoins with antiproliferative activity IS - 8 VL - 33 DO - 10.1002/bmc.4539 ER -
@article{ author = "Tot, Kristina and Lazić, Anita and Božić, Biljana and Mandić, Anamarija and Đaković-Sekulić, Tatjana", year = "2019", abstract = "Hydantois have been identified as constituents of a number of pharmacologically active molecules. In the present study, we have examined in vitro antiproliferative activity against human colon cancer cell lines HCT-116 of three series of 3-(4-substituted benzyl)-hydantoins with various substituent attached in position 5 of the hydantoin ring. Since the investigated compounds have recently been synthesized and show antiproliferative activity, a good understanding of the properties of the potential drug responsible for their pharmacokinetics is an important goal for their further development. One of the important properties is lipophilicity. Lipophilicity has been assessed by reversed-phase liquid chromatography (high-performance thin-layer chromatography and high-pressure liquid chromatography) by means of direct and indirect (using calibration curve) methods. Chromatographic lipophilicity indices in addition to calculated logP values were compared by hierarchical cluster analysis. The linear solvation energy relationship approach was used to understand and compare the types and relative strength of the molecular interactions that occur in the chromatographic as well as in the n-octanol-water partitioning systems. Finally, correlation between in silico pharmacokinetic predictors and antiproliferative activity was examined. Preliminary quantitative structure-activity relationship modeling indicates that pharmacokinetic predictors capture only one-quarter of all chemical features that are important for antiproliferative activity itself. Among selected descriptors are chromatographic lipophilicity indices.", publisher = "Wiley, Hoboken", journal = "Biomedical Chromatography", title = "QSAR characterization of new synthesized hydantoins with antiproliferative activity", number = "8", volume = "33", doi = "10.1002/bmc.4539" }
Tot, K., Lazić, A., Božić, B., Mandić, A.,& Đaković-Sekulić, T.. (2019). QSAR characterization of new synthesized hydantoins with antiproliferative activity. in Biomedical Chromatography Wiley, Hoboken., 33(8). https://doi.org/10.1002/bmc.4539
Tot K, Lazić A, Božić B, Mandić A, Đaković-Sekulić T. QSAR characterization of new synthesized hydantoins with antiproliferative activity. in Biomedical Chromatography. 2019;33(8). doi:10.1002/bmc.4539 .
Tot, Kristina, Lazić, Anita, Božić, Biljana, Mandić, Anamarija, Đaković-Sekulić, Tatjana, "QSAR characterization of new synthesized hydantoins with antiproliferative activity" in Biomedical Chromatography, 33, no. 8 (2019), https://doi.org/10.1002/bmc.4539 . .