Synthesis of 2-substituted-pyrrolidinethiourea derivatives and their antagonist effect on vanilloid receptor

Bioorg Med Chem Lett. 2003 Jan 20;13(2):197-200. doi: 10.1016/s0960-894x(02)00887-9.

Abstract

Four pyrrolidine derivatives were prepared by the formation of a 5-membered ring based on capsazepine. Among them, the two carbon extended derivatives, 4a (IC(50)=55 microM) and 4b (IC(50)=3 microM), both showed different levels of antagonist activity against the vanilloid receptor in a (45)Ca(2+)-influx assay.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Animals, Newborn
  • Calcium / metabolism
  • Capsaicin / analogs & derivatives*
  • Capsaicin / chemistry
  • Crystallography, X-Ray
  • Indicators and Reagents
  • Models, Molecular
  • Molecular Conformation
  • Neurons, Afferent / drug effects
  • Neurons, Afferent / metabolism
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / pharmacology*
  • Rats
  • Receptors, Drug / antagonists & inhibitors*
  • Thiourea / analogs & derivatives*
  • Thiourea / chemical synthesis
  • Thiourea / pharmacology

Substances

  • Indicators and Reagents
  • Pyrrolidines
  • Receptors, Drug
  • Thiourea
  • capsazepine
  • Capsaicin
  • Calcium