Fluorinated betulinic acid derivatives and evaluation of their anti-HIV activity.

Published

Journal Article

Several fluorinated derivatives of the anti-HIV maturation agent bevirimat (1) were synthesized and evaluated for anti-HIV replication activity. The modified positions were the C-2, C-3, C-28, and C-30 positions, either directly on the betulinic acid (2) skeleton or in the attached side chains. Compound 18, which has a trifluoromethyl group added to C-30 of its isopropenyl group, exhibited similar potency to 1 against HIV-1NL4-3. In total, our current studies support our prior conclusion that C-30 allylic modification is unlikely to be a pharmacophore for anti-HIV activity, but could be a meaningful route to manipulate other properties of 2-related compounds.

Full Text

Duke Authors

Cited Authors

  • Li, J; Goto, M; Yang, X; Morris-Natschke, SL; Huang, L; Chen, C-H; Lee, K-H

Published Date

  • January 2016

Published In

Volume / Issue

  • 26 / 1

Start / End Page

  • 68 - 71

PubMed ID

  • 26598461

Pubmed Central ID

  • 26598461

Electronic International Standard Serial Number (EISSN)

  • 1464-3405

International Standard Serial Number (ISSN)

  • 0960-894X

Digital Object Identifier (DOI)

  • 10.1016/j.bmcl.2015.11.029

Language

  • eng