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

Bioorg Med Chem Lett. 2004 Dec 6;14(23):5851-3. doi: 10.1016/j.bmcl.2004.09.033.

Abstract

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 EC(50) value of 2 x 10(-5) microM and a TI value of 1.12 x 10(6). 3-O-(3',3'-Dimethylsuccinyl)- and 3-O-(3',3'-dimethylglutaryl)-dihydrobetulins (15, 16) were also potent anti-HIV compounds with EC(50) values of 0.0017 and 0.0013 microM, respectively, and TI values of 16,160 and 19,530, respectively.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anti-HIV Agents / chemistry*
  • Anti-HIV Agents / pharmacology*
  • HIV-1 / drug effects*
  • HIV-1 / physiology
  • Humans
  • Triterpenes / chemistry*
  • Triterpenes / pharmacology*

Substances

  • Anti-HIV Agents
  • Triterpenes
  • dihydrobetulinic acid