Synthesis of novel antitumoural analogues of dysidiolide from ent-halimic acid

Bioorg Med Chem. 2007 Sep 1;15(17):5719-37. doi: 10.1016/j.bmc.2007.06.007. Epub 2007 Jun 8.

Abstract

Several sesterterpenolides analogues of dysidiolide have been synthesized and their in vitro antitumoural activity against human HeLa, A549, HT-29 and HL-60 carcinoma cells is presented. The proliferation inhibition data showed a significant antitumour activity of the compounds 1b, 2a, 2b, 3a, 3b, 4a, 4b, 5, inhibiting proliferation of distinct cancer cell types with an IC(50) in the low micromolar range.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives*
  • 4-Butyrolactone / chemical synthesis
  • 4-Butyrolactone / chemistry
  • 4-Butyrolactone / pharmacology
  • Aldehydes / chemistry
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Humans
  • Hydroxylation
  • Ketones / chemistry
  • Models, Molecular
  • Molecular Structure
  • Sesterterpenes
  • Stereoisomerism
  • Structure-Activity Relationship
  • Terpenes / chemistry*

Substances

  • Aldehydes
  • Antineoplastic Agents
  • Ketones
  • Sesterterpenes
  • Terpenes
  • butenolide
  • dysidiolide
  • 4-Butyrolactone