Resolution of 9-(c-4,t-5-bishydroxymethylcyclopent-2-en-r-1-yl)-9H-adenine and selective inhibition of human immunodeficiency virus by the (-) enantiomer

Biochem Biophys Res Commun. 1992 Apr 15;184(1):154-9. doi: 10.1016/0006-291x(92)91172-m.

Abstract

Two enantiomers of 9-(c-4,t-5-bishydroxymethylcyclopent-2-en-r-1-yl)-9H- adenine (BCA) which showed a potent and selective anti-HIV effects have been synthesized and evaluated against human immunodeficiency virus type 1. The result demonstrated that the potent-HIV activity of racemic BCA is expressed solely by the (-) isomer.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenine / analogs & derivatives*
  • Adenine / chemical synthesis
  • Adenine / chemistry
  • Adenine / pharmacology
  • Antiviral Agents / pharmacology*
  • Cell Line
  • Cell Survival / drug effects
  • Cyclopentanes / chemical synthesis
  • Cyclopentanes / chemistry
  • Cyclopentanes / pharmacology*
  • HIV-1 / drug effects*
  • HIV-1 / physiology
  • Humans
  • Stereoisomerism

Substances

  • Antiviral Agents
  • Cyclopentanes
  • 9-(4,5-bishydroxymethylcyclopent-2-en-1-yl)-9H-adenine
  • Adenine