QSAR analysis of 2-benzoxazolyl hydrazone derivatives for anticancer activity and its possible target prediction

• Tipo: Artigo em Revista Científica Internacional
• Data: 2012

Autores

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

Revista

Título: Medicinal Chemistry Research

Vol. 21

Páginas: 133-144

ISSN: 1054-2523

Editora: Springer Nature

Indexação

ISI Web of Knowledge - 33 Citações

Scopus - 32 Citações

Classificação Científica

FOS: Ciências médicas e da saúde > Medicina básica

Outras Informações

ID Authenticus: P-002-DPY

DOI: 10.1007/s00044-010-9510-3

Abstract (EN): QSAR studies on a series of 2-benzoxazolyl hydrazone derivatives against various cancer cell lines were carried out to interpret the physicochemical properties responsible for the antitumor activity. The integy moments of the molecules (vsurf_ID8 and vsurf_IW6) reveals that the active site surface or the biological membrane where these compounds bind or penetrate must have a very specific and localized hydrophobic region. These integy moments reduce the interaction energy between the molecule and the water, which improve the antitumor activity. The potential energy descriptors indicate that the flexibility of the freely rotatable bonds is important for the interaction with the chemotherapeutic target and/or barriers to reach the target. Comparing the results obtained from this study and other QSAR studies addressed to similar compounds, we concluded that the benzoxazolyl derivatives may bind to the same target. The present analysis has shown that the antitumor activity can be improved with the presence of specific hydrophobic substituents and electro-donating groups nearby the hydrazone moiety. Moreover, the formation of an intramolecular hydrogen bond has a high impact on the pharmacological activity of these compounds. The information gathered from these studies provides useful information about the binding site of these compounds.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 12