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

• Type: Article in International Scientific Journal
• Date: 2012

Authors

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

Journal

Title: Medicinal Chemistry Research

Vol. 21

Pages: 133-144

ISSN: 1054-2523

Publisher: Springer Nature

Indexing

ISI Web of Knowledge - 33 Citations

Scopus - 32 Citations

Scientific classification

FOS: Medical and Health sciences > Basic medicine

Other information

Authenticus ID: 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.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 12