Syntheses and evaluation of novel fatty acid-second-generation taxoid conjugates as promising anticancer agents

Bioorg Med Chem Lett. 2006 Feb 15;16(4):974-7. doi: 10.1016/j.bmcl.2005.10.089. Epub 2005 Nov 18.

Abstract

Polyunsaturated fatty acids such as docosahexaenoic acid (DHA), linolenic acid, and linoleic acid were linked to the C-2' position of the second-generation taxoids that could overcome MDR caused by overexpressed ABC transporters. The new conjugates, tested in vivo, exhibited strong activity against drug-resistant colon cancer and drug-sensitive ovarian cancer xenografts in mice. Two of the new conjugates, DHA-SB-T-1214 and DHA-SB-T-1213, were found to achieve the total regression of drug-resistant and drug-sensitive tumors, respectively, in the animal models with substantially reduced systemic toxicity.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Drug Screening Assays, Antitumor
  • Fatty Acids, Unsaturated / chemistry*
  • Humans
  • Molecular Conformation
  • Structure-Activity Relationship
  • Taxoids / chemical synthesis*
  • Taxoids / chemistry
  • Taxoids / pharmacology*

Substances

  • Antineoplastic Agents
  • Fatty Acids, Unsaturated
  • Taxoids