Synthesis and anti-HIV activity of oleanolic acid derivatives

Thirteen oleanolic acid derivatives were prepared and evaluated for anti-HIV activity in H9 lymphocytes. Saturating the C-12-C-13 double bond and converting the C-17-carboxyl group to an aminomethyl group led to compounds 13-15 and 19-20. respectively, which showed improved anti-HIV activity. Compound 15 was the most potent derivative with EC50=0.0039 mug/mL and TI = 3570. (C) 2001 Elsevier Science Ltd. All rights reserved.