S. Chidangil et Pc. Mishra, STRUCTURE-ACTIVITY RELATIONSHIP FOR SOME 2',3'-DIDEOXYNUCLEOSIDE ANTI-HIV DRUGS USING MOLECULAR ELECTROSTATIC POTENTIAL MAPPING, JOURNAL OF MOLECULAR MODELING, 3(4), 1997, pp. 172-181
Molecular electrostatic potential(MEP) maps of azido thymidine (AZT),
some of its analogs and derivatives and certain other 2',3'-dideoxy nu
cleosides having different anti-HIV activities have been studied. The
optimised hybridization displacement charges (I-IDC) combined with MND
O Lowdin charges, continuosly distributed in three dimension spherical
ly symmetrically as a Slater cloud at each site were used to compute t
he MEP maps. The negative MEP region near the O5' sites of these molec
ules appears to be of primary importance from the point of view of the
ir anti-HIV activity. The roles of the azido group in AZT and fluorine
atoms substituted at different positions in the sugar moiety have bee
n evaluated. The azido group in AZT behaves as a strongly electronegat
ive group.