Thiophene-3-carboxamide analogue of annonaceous acetogenins as antitumor drug lead

Eur J Med Chem. 2014 Oct 30:86:684-9. doi: 10.1016/j.ejmech.2014.09.026. Epub 2014 Sep 9.

Abstract

Five novel acetogenin analogues with a furan, thiophene, or thiazole ring were synthesized, and their inhibitory activities toward human cancer cell lines were evaluated. The analogues showed more potent activities than natural acetogenin. One of them, the thiophene-3-carboxamide analogue, strongly inhibited the growth of human lung cancer cell line NCI-H23 in the xenograft mouse assay without critical toxicity.

Keywords: Annonaceous acetogenin; Antitumor activity; Chemical synthesis; Structure–activity relationship.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetogenins / chemical synthesis
  • Acetogenins / chemistry
  • Acetogenins / pharmacology*
  • Amides / administration & dosage
  • Amides / chemistry
  • Amides / pharmacology*
  • Animals
  • Antineoplastic Agents / administration & dosage
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Female
  • Humans
  • Mice
  • Mice, Inbred BALB C
  • Mice, Nude
  • Molecular Structure
  • Neoplasms, Experimental / drug therapy*
  • Neoplasms, Experimental / pathology
  • Structure-Activity Relationship
  • Thiophenes / administration & dosage
  • Thiophenes / chemistry
  • Thiophenes / pharmacology*

Substances

  • Acetogenins
  • Amides
  • Antineoplastic Agents
  • Thiophenes