Romanian Society of Pharmaceutical Sciences

« Back to Farmacia Journal 5/2016

EXPLORING THE STRUCTURAL INSIGHTS OF INDOLE-7-CARBOXAMIDES AS ANTI-HIV AGENTS

VEERASAMY RAVICHANDRAN*, SIVADASAN SHALINI, KRISHNAMOORTHY VENKATESKUMAR, SOKKALINGAM ARUMUGAM DHANARAJ

Faculty of Pharmacy, AIMST University, Semeling – 08100, Kedah, Malaysia

Download Full Article PDF

Indole derivatives have been widely reported as anti-HIV agents. In this study, we have developed QSAR (2D and 3D) models and pharmacophore hypothesis for a series of indole-7-carboxamides to predict their ideal characteristics as potential anti-HIV agents. CS Chem Office 2004 and Vlife MDS 4.3 software were used for modelling and models development. Some of the statistical parameters were calculated by using QSARINS (www.qsar.it). We have used MLR and PLS techniques to develop QSAR models. The developed QSAR models were found to be statistically significant based on internal and external validation parameters. The developed 2D QSAR study model indicated the importance of the descriptors like count of number of carbon atom separated from any sulphur atom by 7 bond distances in a molecule, dipole moment, Most-ve Potential and Most+ve Potential of molecule on their anti-HIV activity. Further, 3D QSAR study suggested that the presence of electrostatic and steric field descriptors significantly affects the anti-HIV ability of indole-7-carboxamides. The generated pharmacophore hypothesis proved the significance of aromatic and hydrogen bond acceptor features. It can be concluded that the proposed models explained the relationship of the physicochemical, steric, electrostatic and hydrophobic properties of indole-7-carboxamides with their anti-HIV activity and these can be used as guidance for synthesis of new anti-HIV agents.