Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid.

Journal Article (Journal Article)

The betulinic acid derivative IC9564 inhibits human immunodeficiency virus (HIV)-1 entry. Among a series of IC9564 derivatives, 5 and 20 were the most promising compounds against HIV infection with EC(50) values of 0.33 and 0.46 microM, respectively. Both compounds inhibited syncytium formation with EC(50) values of 0.40 and 0.33 microM, respectively. The comparable EC(50) values in the two assays suggested that these compounds are fusion inhibitors. The structure-activity relationship data also indicated that a double bond in IC9564 can be eliminated and the statine moiety can be replaced with L-leucine while retaining anti-HIV activity.

Full Text

Duke Authors

Cited Authors

  • Sun, I-C; Chen, C-H; Kashiwada, Y; Wu, J-H; Wang, H-K; Lee, K-H

Published Date

  • September 12, 2002

Published In

Volume / Issue

  • 45 / 19

Start / End Page

  • 4271 - 4275

PubMed ID

  • 12213068

International Standard Serial Number (ISSN)

  • 0022-2623

Digital Object Identifier (DOI)

  • 10.1021/jm020069c


  • eng

Conference Location

  • United States