Fullerene Derivative as Anti-HIV Protease Inhibitor: Molecular Modeling and QSAR Approaches

M.      Ibrahim; N.      A. Saleh; W.      M. Elshemey; A.      A. Elsayed

doi:10.2174/138955712800493762

Abstract

A Fullerene based system is modified in order to increase its solubility and enhance its ability to carry a protein-like structure. The modified structure, which is proposed to act as HIV-1 protease inhibitor, is [C60–C2H4N–(2,4- XCOCH2OH)C6H4], where the X atom is either O, S or Se. The geometry optimization, vibrational spectra and thermodynamics were performed using semiempirical quantum mechanical PM3 method in order to study the proposed compounds. Furthermore, the quantitative structure activity relationship (QSAR) properties of the compounds are calculated at the same level of theory. Results indicate a possible use of the investigated structures as HIV-1 protease inhibitors. The compounds containing oxygen is more stable as compared to the other two compounds.

Keywords: Fulleropyrrolidine, HIV-1 Protease, Hydroxymethylcarbonyl group (HMC), Molecular modeling, QSAR, hydrophilic, chalcogen atoms, polarizability, hydroxyl groups, agrochemicals, mono-functionalization, ring-junction