Synthesis and enzymatic evaluation of xanthine oxidase-activated prodrugs based on inhibitors of thymidine phosphorylase

Bioorg Med Chem Lett. 2004 Nov 1;14(21):5247-50. doi: 10.1016/j.bmcl.2004.08.036.

Abstract

A series of xanthine oxidase-activated prodrugs of known inhibitors of thymidine phosphorylase has been designed and synthesised to introduce tumour selectivity. These prodrugs were oxidised by xanthine oxidase at C-2 and/or C-4 of the uracil ring to generate the desired TP inhibitor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Escherichia coli / enzymology
  • Humans
  • Prodrugs / chemical synthesis*
  • Prodrugs / chemistry
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry
  • Thymidine Phosphorylase / antagonists & inhibitors*
  • Thymidine Phosphorylase / chemistry
  • Xanthine Oxidase / chemistry*

Substances

  • Antineoplastic Agents
  • Prodrugs
  • Pyrimidines
  • Pyrroles
  • Pyrrolidines
  • Xanthine Oxidase
  • Thymidine Phosphorylase