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.
Concepción Alvarez  1 ,  Raquel Alvarez ,  Purificación Corchete ,  Concepción Pérez-Melero ,  Rafael Peláez ,  Manuel Medarde
Affiliations
  • 1. Departamento de Química Farmacéutica, Facultad de Farmacia, Universidad de Salamanca, Campus Miguel de Unamuno s/n, Salamanca 37007, Spain.
PMID: 19939521 DOI: 10.1016/j.ejmech.2009.10.047
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.