Synthesis and antiproliferative activity of [1,2,3,5]tetrazino[5,4-a]indoles, a new class of azolo-tetrazinones

Bioorg Med Chem. 2005 Jan 17;13(2):295-300. doi: 10.1016/j.bmc.2004.10.028.

Abstract

Eight derivatives of the new ring system [1,2,3,5]tetrazino[5,4-a]indole-4-one 7, were synthesised in good yields by reaction of 2-diazoindoles with alkyl or aryl isocyanates. Compounds 7 were screened at National Cancer Institute (NCI) for their activity against a panel of approximately 60 human tumour cell lines. Some of them showed antiproliferative activity having generally GI50 in the micromolar range. The most sensitive cell lines were SF-295, SNB-75 and SF-539 of the CNS cancer sub-panel, SR of the leukaemia sub-panel, UACC-62 of the melanoma sub-panel and OVCAR-4 of the ovarian cancer sub-panel.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Breast Neoplasms
  • Carcinoma, Non-Small-Cell Lung
  • Cell Line, Tumor
  • Central Nervous System Neoplasms
  • Colonic Neoplasms
  • Drug Screening Assays, Antitumor
  • Female
  • Humans
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Indoles / pharmacology*
  • Leukemia
  • Male
  • Melanoma
  • Molecular Structure
  • Ovarian Neoplasms

Substances

  • Antineoplastic Agents
  • Indoles