Prediction of the relationship between the structural features of andrographolide derivatives and alpha-glucosidase inhibitory activity: A quantitative structure-activity relationship (QSAR) Study

• Tipo: Artigo em Revista Científica Internacional
• Data: 2011

Autores

Hari Narayana H N Moorthy (Autor) Outra; Maria J Ramos (Autor) FCUP; Pedro A Fernandes (Autor) FCUP

Revista

Título: Journal of Enzyme Inhibition and Medicinal Chemistry

Vol. 26 Nº 1

Páginas: 78-87

ISSN: 1475-6366

Editora: Taylor & Francis

Indexação

ISI Web of Knowledge - 14 Citações

Scopus - 15 Citações

Classificação Científica

FOS: Ciências médicas e da saúde > Medicina básica

Outras Informações

ID Authenticus: P-002-VN0

DOI: 10.3109/14756361003724760

Abstract (EN): In order to predict the structural features responsible for alpha alpha-glucosidase inhibitory activity, a quantitative structure-activity relationship (QSAR) analysis was performed on a series of andrographolide derivatives. To determine the quantitative relationship for the statistically significant models in terms of r (> 0.8), F (99%) and Q<SU2</SU (> 0.71) values were selected. The promising results we obtained could be used to predict the structural requirements for the inhibition of alpha alpha-glucosidase activity. The models developed included: subdivided surface area, adjacency, surface volume and shape, molecular orbital package (MOPAC) and partial charge descriptors and showed a high correlation with the inhibitory activity. The descriptors used revealed that a van der Waals (vdW) surface with significant polar volume is favourable to the activity. The positive effect of the shape descriptors; PM3-LUMO and vsurf_wp7 and the negative effect of GCUT_PEOE_2 indicated that the active site may contain some nucleophilic positions that could interact with the ligand and the hydrogen acceptor and/or donor groups for hydrogen bonding with inhibitors.</.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 10