CCR5 antagonists: 3-(pyrrolidin-1-yl)propionic acid analogues with potent anti-HIV activity

Org Lett. 2003 Jul 10;5(14):2473-5. doi: 10.1021/ol034707c.

Abstract

[reaction: see text] A novel approach to alpha,alpha-disubstituted-beta-amino acids (beta(2,2)-amino acids) was employed in the synthesis of a series of 3-(pyrrolidin-1-yl)propionic acids possessing high affinity for the CCR5 receptor and potent anti-HIV activity. The rat pharmacokinetics for these new analogues featured higher bioavailabilities and lower rates of clearance as compared to cyclopentane 1.

MeSH terms

  • Anti-HIV Agents / pharmacokinetics
  • Anti-HIV Agents / pharmacology*
  • Biological Availability
  • CCR5 Receptor Antagonists*
  • Propionates / pharmacokinetics
  • Propionates / pharmacology*
  • Pyrrolidines / pharmacokinetics
  • Pyrrolidines / pharmacology*

Substances

  • 3-(pyrrolidin-1-yl)propionic acid
  • Anti-HIV Agents
  • CCR5 Receptor Antagonists
  • Propionates
  • Pyrrolidines