3D-QSAR study of 20(S)-camptothecin analogs

来源 :Acta Pharmacologica Sinica | 被引量 : 0次 | 上传用户:sosolinkweixiao
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Aim:To build up a quantitative structure-activity relationship(QSAR)model of20(S)-camptothecin(CPT)analogs for the prediction of the activity of new CPTanalogs for drug design.Methods:A training set of 43 structurally diverse CPTanalogs which were inhibitors of topoisomerase I were used to construct a quan-titative structure-activity relationship model with a comparative molecular fieldanalysis(CoMFA).The QSAR model was optimized using partial least squares(PLS)analysis.A test set of 10 compounds was evaluated using the model.Results:The CoMFA model was constructed successfully,and a good cross-validated correlation was obtained in which q~2 was 0.495.Then,the analysis ofthe non-cross-validated PLS model in which r~2 was 0.935 was built and permitteddemonstrations of high predictability for the activities of the 10 CPT analogs inthe test set selected in random.Conclusion:The CoMFA model indicated thatbulky negative-charged group at position 9,10 and 11 of CPT would increaseactivity,but excessively increasing bulky group at position 10 is adverse to inhibi-tory activity;substituents that occupy position 7 with the bulky positive groupwill enhance the inhibitive activity.The model can be used to design new CPTanalogs and understand the mechanism of action. Aim: To build up a quantitative structure-activity relationship (QSAR) model of20 (S) -camptothecin (CPT) analogs for the prediction of the activity of new CPT data for drug design. Methods: A training set of 43 structurally diverse CPTanalogs which were inhibitors of topoisomerase I were used to construct a quan-titative structure-activity relationship model with a comparative molecular field analysis (CoMFA). The QSAR model was optimized using partial least squares (PLS) analysis. A test set of 10 compounds was evaluated using the model.Results: The CoMFA model was constructed successfully, and a good cross-validated correlation was obtained in which q ~ 2 was 0.495. The analysis of the non-cross-validated PLS model in which r ~ 2 was 0.935 was built and permitteddemonstrations of high predictability for the activities of the 10 CPT analogs inthe test set selected in random. Confluence: The CoMFA model indicates that thebulky negative-charged group at position 9, 10 and 11 of CPT would increaseactivity, but excessively increased bulky group at position 10 is adverse to inhibi-tory activity; than that bulky positive groupwill enhance the inhibitive activity. The model can be used to design new CP Tanalogs and understand the mechanism of action.
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