Synthesis of vinca alkaloids and related compounds, Part XCVI. Nitration study of vinblastine-type bisindole alkaloids

Arch Pharm (Weinheim). 2001 Dec;334(12):399-405. doi: 10.1002/1521-4184(200112)334:12<399::AID-ARDP399>3.0.CO;2-1.

Abstract

The bisindole alkaloids vinblastine, vincristine, and N-formyl-leurosine were nitrated and subsequently converted to amino derivatives. In the case of compounds 5e and 5b cytotoxic activity has been found for non-small cell lung cancer and breast cancer in the concentration range tested (10(-5)-10(-9) M). 5b also showed potency in the screen for colon cancer and leukemia.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / administration & dosage
  • Antineoplastic Agents, Phytogenic / chemical synthesis*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Bridged-Ring Compounds / chemistry
  • Drug Screening Assays, Antitumor
  • Humans
  • Indoles / chemistry
  • Leukemia, Experimental / drug therapy
  • Leukemia, Experimental / mortality
  • Mice
  • Nitrogen
  • Structure-Activity Relationship
  • Tumor Cells, Cultured
  • Vinblastine / chemistry
  • Vinca Alkaloids / administration & dosage
  • Vinca Alkaloids / chemical synthesis*
  • Vinca Alkaloids / pharmacology*

Substances

  • Antineoplastic Agents, Phytogenic
  • Bridged-Ring Compounds
  • Indoles
  • Vinca Alkaloids
  • Vinblastine
  • Nitrogen