QSAR model for predicting radical scavenging activity of di(hetero)arylamines derivatives of benzo[b]thiophenes
| Autor: | Isabel C.F.R. Ferreira, Rui M.V. Abreu, Maria João R. P. Queiroz |
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| Jazyk: | angličtina |
| Rok vydání: | 2009 |
| Předmět: |
Quantitative structure–activity relationship
Molecular model Stereochemistry Topological distance Quantitative Structure-Activity Relationship Thiophenes PLS 01 natural sciences Antioxidants Benzo[b]thiophenes Molecular descriptor Drug Discovery Partial least squares regression Methods Amines Pharmacology Bicyclic molecule 010405 organic chemistry Chemistry QSAR Organic Chemistry General Medicine Free Radical Scavengers 0104 chemical sciences 3. Good health 010404 medicinal & biomolecular chemistry Di(hetero)arylamines Drug Design Benzene derivatives |
| Zdroj: | Repositório Científico de Acesso Aberto de Portugal Repositório Científico de Acesso Aberto de Portugal (RCAAP) instacron:RCAAP |
| Popis: | A QSAR study was developed in order to model the antioxidant activity, specifically the radical scavenger activity (RSA), of 26 di(hetero)arylamines' derivatives of benzo[b]thiophenes. The QSAR model was constructed, using the partial least squares projection of latent structures (PLS) method, and its robustness and predictability were verified by internal and external cross-validation methods. A total of 4 molecular descriptors, belonging to RDF (Radial Distribution Function) descriptors (RDF020e and RDF045e) and 2D-autocorrelation descriptors (GATS8p and MATS5e) were selected to build the QSAR model. RDF descriptors seem to relate the presence of electronegative atoms at the inner atmosphere of the compounds to increase RSA. 2D-Autocorrelation descriptors associate the presence of polarizable and electronegative pairs of atoms, at specific topological distance, with the RSA of the compounds. Finally this QSAR model proved to be a useful tool in the prediction of radical scavenger activity of congeneric compounds and will be used to guide the synthesis of new diarylamines in our laboratory. |
| Databáze: | OpenAIRE |
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