Synthesis and primary cytotoxicity evaluation of arylmethylenenaphthofuranones derivatives

J Enzyme Inhib Med Chem. 2006 Jun;21(3):313-25. doi: 10.1080/14756360600741834.

Abstract

New series of 2(or 3)-arylmethylenenaphtho[2,1-b]furan-3(or 2)-ones were synthesized, characterized and tested for anticancer properties in vitro. The target compounds were prepared by Knoevenagel coupling between the naphthofuranones 3, 28-30 and formyl derivatives. 2-(4-Oxo-1-benzopyran-3-ylmethylene)naphtho[2,1-b]furan-3-one 36 was the most active compound (IC50 (L1210) = 1.6 microM). These compounds were also evaluated, in an independent manner, as inhibitors of Src protein tyrosine kinase, but only minor activity was observed.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Benzofurans / chemical synthesis*
  • Benzofurans / chemistry
  • Benzofurans / pharmacology*
  • Benzopyrans / chemical synthesis*
  • Benzopyrans / chemistry
  • Benzopyrans / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects*
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Furans / pharmacology*
  • In Vitro Techniques
  • Leukemia L1210 / drug therapy*
  • Mice
  • Models, Molecular
  • Molecular Structure
  • Naphthalenes / chemical synthesis
  • Naphthalenes / chemistry
  • Naphthalenes / pharmacology
  • Structure-Activity Relationship
  • src-Family Kinases / antagonists & inhibitors

Substances

  • 2-(4-oxo-1-benzopyran-3-ylmethylene)naphtho(2,1-b)furan-3-one
  • Antineoplastic Agents
  • Benzofurans
  • Benzopyrans
  • Furans
  • Naphthalenes
  • src-Family Kinases