Synthesis, antitumour and antimicrobial activities of new peptidyl derivatives containing the 1,3-benzodioxole system

Eur J Med Chem. 2004 Dec;39(12):1059-65. doi: 10.1016/j.ejmech.2004.09.007.

Abstract

Two series of 5 and 6-substituted 1,3-benzodioxole peptidyl derivatives were synthesized and evaluated as antitumour and antimicrobial agents. The compounds that could be conveniently prepared in a few steps processes from natural safrole have been characterised by IR and 1H-NMR spectroscopy. In vivo antitumor activity tests showed that some of the compounds were able to inhibit carcinoma S-180 tumour growth in mice. The in vitro antimicrobial activity of all compounds revealed that they are able to promote the growth of some organisms, including Bacillus subtilis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Bacillus subtilis / drug effects
  • Bacillus subtilis / growth & development
  • Behavior, Animal / drug effects
  • Dioxoles / chemical synthesis*
  • Dioxoles / pharmacology
  • Dioxoles / toxicity
  • Drug Evaluation, Preclinical
  • Lethal Dose 50
  • Mice
  • Peptides / chemical synthesis*
  • Peptides / pharmacology
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemical synthesis
  • Phenylalanine / pharmacology
  • Phenylalanine / toxicity
  • Safrole / chemistry
  • Sarcoma 180 / drug therapy

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Dioxoles
  • N-(6-allyl-1,3-benzodioxol-5-yl)-N-(tert-butoxycarbonyl)phenylalaninamide
  • Peptides
  • Phenylalanine
  • Safrole