A new 4-nitrobenzyl carbonate prodrug of methyl 5-benzyl-2-hydroxy-11-methylene-6-oxo-5H-benzo[b]carbazole-1-carboxylate for potential use with nitroreductase-based gene-directed enzyme prodrug therapy (GDEPT)

Pharmazie. 2006 Mar;61(3):244-5. doi: 10.1002/chin.200628210.

Abstract

A tumour-selective 4-nitrobenzyloxycarbonyl prodrug methyl 5-benzyl-2-hydroxy-11-methylene-6-oxo-5H-benzo[b]carbazole-1-carboxylate was synthezised for gene-directed enzyme prodrug therapy (GDEPT). The compound is a substrate for E. coli nitroreductase.

MeSH terms

  • Carbazoles / chemistry*
  • Carbazoles / metabolism
  • Carboxylic Acids / chemistry*
  • Carboxylic Acids / metabolism
  • Enzyme Therapy*
  • Enzymes / administration & dosage
  • Escherichia coli / enzymology
  • Genetic Therapy*
  • Nitroreductases / metabolism*
  • Prodrugs*

Substances

  • Carbazoles
  • Carboxylic Acids
  • Enzymes
  • Prodrugs
  • methyl 5-benzyl-2-hydroxy-11-methylene-6-oxo-5H-benzo(b)carbazole-1-carboxylate
  • Nitroreductases