Cyclopropyl and related analogs of the anti-HIV compound, isodideoxyadenosine

Nucleosides Nucleotides Nucleic Acids. 2003 Mar;22(3):239-47. doi: 10.1081/NCN-120021424.

Abstract

Novel 3'-substituted isonucleoside analogs were designed on the basis of the similarities of their electrostatic potential with the active anti-HIV compound, (S,S)-isodideoxy-adenosine. The key synthetic step involved coupling between the dideoxygenated sugar derivatives, 10 and 14, and adenine under Mitsunobu conditions. Anti-HIV data are mentioned.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / pharmacology
  • Dideoxyadenosine / analogs & derivatives*
  • Dideoxyadenosine / chemical synthesis*
  • Dideoxyadenosine / pharmacology
  • HIV-1 / drug effects
  • Humans
  • Models, Chemical
  • Molecular Structure
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Anti-HIV Agents
  • Dideoxyadenosine