Synthesis and cytotoxic activity of novel 10-alkylated docetaxel analogs

Bioorg Med Chem Lett. 1998 Mar 3;8(5):427-32. doi: 10.1016/s0960-894x(98)00040-7.

Abstract

An alkylation method of docetaxel at the C-10 position has been established by a radical coupling reaction using a 10-xanthate derivative of 7-O-TES-10-deacetylbaccatin III and appropriate alkenes. In addition the cytotoxic activity of 10-alkylated docetaxel analogs was evaluated. Among these analogs, a derivative having a methoxycarbonyl group at the end of the alkyl moiety exhibited more potent cytotoxic activity than docetaxel.

MeSH terms

  • Alkylation
  • Antineoplastic Agents, Phytogenic / chemical synthesis
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Docetaxel
  • Models, Molecular
  • Paclitaxel / analogs & derivatives*
  • Paclitaxel / chemical synthesis
  • Paclitaxel / chemistry
  • Paclitaxel / pharmacology
  • Taxoids*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Taxoids
  • Docetaxel
  • Paclitaxel