Exploring the effect of 2,3,4-trimethoxy-phenyl moiety as a component of indolephenstatins

Eur J Med Chem. 2010 Feb;45(2):588-97. doi: 10.1016/j.ejmech.2009.10.047. Epub 2009 Nov 3.

Abstract

A new family of phenstatin analogues has been synthesized and assayed. This family simultaneously incorporates modifications of the A-ring (replacement of the 3,4,5-trimethoxyphenyl by the 2,3,4-trimethoxyphenyl arrangement), B-ring (N-alkyl-5-indolyl) and conversion of the Oxygen keto group into a substituted nitrogen (oximes, hydrazones, and their acetylderivatives). The conjunction of all this changes greatly diminishes the antimitotic and antiproliferative activities, but the maintenance of the keto bridge produces a potent analogue with the unusual 2,3,4-trimethoxyphenyl moiety.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzophenones / chemistry*
  • Benzophenones / pharmacology*
  • Cattle
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Humans
  • Mitosis / drug effects
  • Models, Molecular
  • Protein Multimerization / drug effects
  • Protein Structure, Quaternary
  • Structure-Activity Relationship
  • Tubulin / chemistry
  • Tubulin / metabolism

Substances

  • Benzophenones
  • Tubulin