In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins
Нема приказа
Аутори
Đaković-Sekulić, TatjanaKeleman, Svetlana
Tot, Kristina
Tot, Jadranka
Trišović, Nemanja
Ušćumlić, Gordana
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
New synthesized compounds, particularly those with biological activity, are potential drug candidates. This article describes experimental studies performed to estimate lipophilicity parameters of new 3-(4-substituted benzyl)-5-phenylhydantoins. Lipophilicity, as one of the most important molecular characteristics for the activity, was determined using the reversed-phase liquid chromatography (RP-18 stationary phase and methanol-water mobile phase). Molecular structures were used to generate in silico data which were used to estimate pharmacokinetic properties of the investigated compounds. The results show that generally, the investigated compounds attain good bioavailability properties. A more detailed analysis shows that the presence of a nitro, methoxy and tert-butyl group in the molecule is indicated as unfavorable for the oral bioavailability of hydantoins. Multivariate exploratory analysis was used in order to visualize grouping patterns among molecular descriptors as well as am...ong the investigated compounds. Molecular docking study performed for two hydantoins with the highest bioavailability scores shows high binding affinity to tyrosine kinase receptor IGF-1R. The results achieved can be useful as a template for future development and further derivation or modification to obtain more potent and selective antitumor agents.
Кључне речи:
3-(4-substituted benzyl)-5-phenylhydantoins / chromatographic lipophilicity parameters / molecular descriptors / Lipinski's rule of five / hierarchical cluster analysis / principal component analysis / molecular docking / inhibitors of tyrosine kinasesИзвор:
Combinatorial Chemistry and High Throughput Screening, 2016, 19, 6, 437-443Финансирање / пројекти:
- Проучавање синтезе, структуре и активности органских једињења природног и синтетског порекла (RS-172013)
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Đaković-Sekulić, Tatjana AU - Keleman, Svetlana AU - Tot, Kristina AU - Tot, Jadranka AU - Trišović, Nemanja AU - Ušćumlić, Gordana PY - 2016 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/3164 AB - New synthesized compounds, particularly those with biological activity, are potential drug candidates. This article describes experimental studies performed to estimate lipophilicity parameters of new 3-(4-substituted benzyl)-5-phenylhydantoins. Lipophilicity, as one of the most important molecular characteristics for the activity, was determined using the reversed-phase liquid chromatography (RP-18 stationary phase and methanol-water mobile phase). Molecular structures were used to generate in silico data which were used to estimate pharmacokinetic properties of the investigated compounds. The results show that generally, the investigated compounds attain good bioavailability properties. A more detailed analysis shows that the presence of a nitro, methoxy and tert-butyl group in the molecule is indicated as unfavorable for the oral bioavailability of hydantoins. Multivariate exploratory analysis was used in order to visualize grouping patterns among molecular descriptors as well as among the investigated compounds. Molecular docking study performed for two hydantoins with the highest bioavailability scores shows high binding affinity to tyrosine kinase receptor IGF-1R. The results achieved can be useful as a template for future development and further derivation or modification to obtain more potent and selective antitumor agents. T2 - Combinatorial Chemistry and High Throughput Screening T1 - In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins EP - 443 IS - 6 SP - 437 VL - 19 UR - https://hdl.handle.net/21.15107/rcub_technorep_3164 ER -
@article{ author = "Đaković-Sekulić, Tatjana and Keleman, Svetlana and Tot, Kristina and Tot, Jadranka and Trišović, Nemanja and Ušćumlić, Gordana", year = "2016", abstract = "New synthesized compounds, particularly those with biological activity, are potential drug candidates. This article describes experimental studies performed to estimate lipophilicity parameters of new 3-(4-substituted benzyl)-5-phenylhydantoins. Lipophilicity, as one of the most important molecular characteristics for the activity, was determined using the reversed-phase liquid chromatography (RP-18 stationary phase and methanol-water mobile phase). Molecular structures were used to generate in silico data which were used to estimate pharmacokinetic properties of the investigated compounds. The results show that generally, the investigated compounds attain good bioavailability properties. A more detailed analysis shows that the presence of a nitro, methoxy and tert-butyl group in the molecule is indicated as unfavorable for the oral bioavailability of hydantoins. Multivariate exploratory analysis was used in order to visualize grouping patterns among molecular descriptors as well as among the investigated compounds. Molecular docking study performed for two hydantoins with the highest bioavailability scores shows high binding affinity to tyrosine kinase receptor IGF-1R. The results achieved can be useful as a template for future development and further derivation or modification to obtain more potent and selective antitumor agents.", journal = "Combinatorial Chemistry and High Throughput Screening", title = "In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins", pages = "443-437", number = "6", volume = "19", url = "https://hdl.handle.net/21.15107/rcub_technorep_3164" }
Đaković-Sekulić, T., Keleman, S., Tot, K., Tot, J., Trišović, N.,& Ušćumlić, G.. (2016). In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins. in Combinatorial Chemistry and High Throughput Screening, 19(6), 437-443. https://hdl.handle.net/21.15107/rcub_technorep_3164
Đaković-Sekulić T, Keleman S, Tot K, Tot J, Trišović N, Ušćumlić G. In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins. in Combinatorial Chemistry and High Throughput Screening. 2016;19(6):437-443. https://hdl.handle.net/21.15107/rcub_technorep_3164 .
Đaković-Sekulić, Tatjana, Keleman, Svetlana, Tot, Kristina, Tot, Jadranka, Trišović, Nemanja, Ušćumlić, Gordana, "In Silico Study of Chromatographic Lipophilicity Parameters of 3-(4-Substituted Benzyl)-5-Phenylhydantoins" in Combinatorial Chemistry and High Throughput Screening, 19, no. 6 (2016):437-443, https://hdl.handle.net/21.15107/rcub_technorep_3164 .