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 EC(50)=0.0039 microg/mL and TI=3570.
Zhu
Y M
YM
Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 294 Taiyuan Road, 200031, Shanghai, China.
Shen
J K
JK
Wang
H K
HK
Cosentino
L M
LM
Lee
K H
KH
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D015497:HIV-1 / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D009828:Oleanolic Acid / Q000138:chemical synthesis* / Q000494:pharmacology*
D019380:Anti-HIV Agents; D009828:Oleanolic Acid