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J Med Chem. 2009 Dec 10;52(23):7887-91. doi: 10.1021/jm9004253.

Betulinic acid derivatives as human immunodeficiency virus type 2 (HIV-2) inhibitors.

Author information

1
Surgical Science, Department of Surgery, Duke University Medical Center, Durham, North Carolina 27710, USA.

Abstract

We previously reported that [[N-[3beta-hydroxyllup-20(29)-en-28-oyl]-7-aminoheptyl]carbamoyl]methane (A43D, 4) was a potent HIV-1 entry inhibitor. However, 4 was inactive against HIV-2 virus, suggesting the structural requirements for targeting these two retroviruses are different. In this study, a series of new betulinic acid derivatives were synthesized, and some of them displayed selective anti-HIV-2 activity at nanomolar concentrations. In comparison to compounds with anti-HIV-1 activity, a shorter C-28 side chain is required for optimal anti-HIV-2 activity.

PMID:
19526990
PMCID:
PMC2788670
DOI:
10.1021/jm9004253
[Indexed for MEDLINE]
Free PMC Article

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