ScienceAsia 27 (2001) : 245-250 |doi: 10.2306/scienceasia1513-1874.2001.27.245

Quantitative Structure-Activity Relationship Study on Phthalimide Derivatives as HIV-1 Reverse Transcriptase Inhibitors

Jiraporn Ungwitayatorn^a,*, Chutima Matayatsuk^a and Pathanakarn Sothipatcharasai^b

ABSTRACT: Quantitative structure-activity relationships (QSAR) was performed to correlate the physicochemical properties, ie, electronic, hydrophobic, and steric properties with the HIV-1 reverse transcriptase inhibitory activity of phthalimide derivatives. Multiple linear regression (MLR) analysis was used for the study. The best QSAR model was obtained with correlation coefficient (r) of 0.974 and crossvalidated r² (q²) of 0.785. This model indicates that the inhibitory activity correlated to the electronic properties, ie, partial atomic charge at carbon 2, the highest occupied molecular orbital (HOMO), and the dipole moment. This activity also correlated to the steric property, ie, molecular volume (MV) and the hydrophobic property, log P.

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a Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhya, Bangkok 10400, Thailand.
b Department of Pharmaceutical Chemistry, School of Pharmacy, Rangsit University,
52/347 Muang-Ake, Lakhok, Phaholyothin Rd. Patumtani, 12000, Thailand.

* Corresponding author, E-mail: pyjuw@mahidol.ac.th

Received 21 Aug 2000, Accepted 25 Jun 2001