Synthesis and evaluation of metallocene containing methylidene-1,3-dihydro-2H-indol-2-ones as kinase inhibitors

Metallomics. 2011 Jun;3(6):600-8. doi: 10.1039/c1mt00017a. Epub 2011 Mar 1.

Abstract

(E)- and (Z)-3-Ferrocenylmethylidene-1,3-dihydro-2H-indol-2-ones 1 have been structurally modified in order to explore SAR against a range of kinases. Of note is the submicromolar to low micromolar inhibition of DYRK3 and 4 by a number of complexes. Screening using Xenopus embryos showed some of the compounds to have potent antiangiogenisis activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Embryo, Nonmammalian / drug effects
  • Embryo, Nonmammalian / embryology
  • Embryo, Nonmammalian / enzymology
  • In Situ Hybridization
  • Models, Chemical*
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology
  • Protein Kinase Inhibitors / chemical synthesis*
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / pharmacology
  • Structure-Activity Relationship
  • Vascular Endothelial Growth Factor Receptor-1 / antagonists & inhibitors
  • Vascular Endothelial Growth Factor Receptor-1 / genetics
  • Xenopus Proteins / antagonists & inhibitors
  • Xenopus Proteins / genetics
  • Xenopus laevis / embryology

Substances

  • Organometallic Compounds
  • Protein Kinase Inhibitors
  • Xenopus Proteins
  • metallocene
  • Vascular Endothelial Growth Factor Receptor-1