3-O-Glutaryl-dihydrobetulin and related monoacyl derivatives as potent anti-HIV agents

3-O-Acyl-betulin and -dihydrobetulin derivatives were prepared and evaluated for anti-HIV activity. 3-O-Glutaryl-dihydrobetulin (17) demonstrated extremely potent anti-HIV activity with an EC50 value of 2 × 10−5 μM and a TI value of 1.12 × 106. 3-O-(3′,3′-Dimethylsuccinyl)- and 3-O-(3′,3′-dimethylglutaryl)-dihydrobetulins (15, 16) were also potent anti-HIV compounds with EC50 values of 0.0017 and 0.0013 μM, respectively, and TI values of 16,160 and 19,530, respectively.