Chemistry and structure-activity relationship of HIV-1 integrase inhibitor integracide B and related natural products

J Nat Prod. 2003 Oct;66(10):1338-44. doi: 10.1021/np030211s.

Abstract

Integracides, 4,4-dimethylergostane triterpenoids, are inhibitors of HIV-1 integrase, a critical enzyme in replication of HIV-1. The chemistry and structure-activity relationship of integracide B and related natural products are described. A charged group, e.g., a sulfate, carboxyl, or amino, is required for the HIV-1 integrase activity. These compounds showed HIV-1 integrase activity with IC(50) values in the range 4.8-15 muM and exhibited antiviral activity in a viral spread assay, but with only a small or no therapeutic window.

MeSH terms

  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / isolation & purification*
  • Anti-HIV Agents / pharmacology
  • Combinatorial Chemistry Techniques
  • HIV Integrase / metabolism*
  • HIV Integrase Inhibitors / chemistry
  • HIV Integrase Inhibitors / isolation & purification*
  • HIV Integrase Inhibitors / pharmacology
  • HIV-1 / drug effects
  • Inhibitory Concentration 50
  • Molecular Structure
  • Structure-Activity Relationship
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology

Substances

  • Anti-HIV Agents
  • HIV Integrase Inhibitors
  • Triterpenes
  • integracide A
  • integracide B
  • HIV Integrase