Synthesis of N-(methoxycarbonylthienylmethyl)thioureas and evaluation of their interaction with inducible and neuronal nitric oxide synthase

Molecules. 2010 Apr 28;15(5):3121-34. doi: 10.3390/molecules15053121.

Abstract

Two isomeric N-(methoxycarbonylthienylmethyl)thioureas were synthesised by a sequence of radical bromination of methylthiophenecarboxylic esters, substitution with trifluoroacetamide anion, deprotection, formation of the corresponding isothiocyanates and addition of ammonia. The interaction of these new thiophene-based thioureas with inducible and neuronal nitric oxide synthase was evaluated. These novel thienylmethyl-thioureas stimulated the activity of inducible Nitric Oxide Synthase (iNOS).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Humans
  • Isomerism
  • Methods
  • Nitric Oxide Synthase Type I / drug effects*
  • Nitric Oxide Synthase Type II / drug effects*
  • Thiophenes / chemistry
  • Thiourea / analogs & derivatives*
  • Thiourea / chemical synthesis*
  • Thiourea / pharmacology

Substances

  • Thiophenes
  • Nitric Oxide Synthase Type I
  • Nitric Oxide Synthase Type II
  • Thiourea