Synthesis and anti-HIV activity of oleanolic acid derivatives

  • Bioorg Med Chem Lett. 2001 Dec 17;11(24):3115-8. doi: 10.1016/s0960-894x(01)00647-3.
Y M Zhu  1 ,  J K Shen ,  H K Wang ,  L M Cosentino ,  K H Lee
Affiliations
  • 1. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 294 Taiyuan Road, 200031, Shanghai, China.
PMID: 11720855 DOI: 10.1016/s0960-894x(01)00647-3
Abstract

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 EC(50)=0.0039 microg/mL and TI=3570.