Synthesis and biological evaluation of nitrogen mustard derivatives of purine bases

Nucleosides Nucleotides Nucleic Acids. 2013;32(2):69-80. doi: 10.1080/15257770.2013.763977.

Abstract

This paper deals with the synthesis of nitrogen mustard analogs, derivatives of purine bases. Alkylation in position N-9 and diethanolamine fixation on position 6 were managed by microwave irradiations. Chlorination of these dihydroxylated intermediates led to a cyclization, giving tricyclic purine base analogs bearing a chloroethyl chain. Finally, MTT assays on obtained compounds do not show cytotoxicity on four different cancer cell lines.

MeSH terms

  • Alkylation
  • Antineoplastic Agents, Alkylating / chemical synthesis
  • Antineoplastic Agents, Alkylating / chemistry*
  • Antineoplastic Agents, Alkylating / pharmacology*
  • Cell Line, Tumor
  • Cell Survival
  • Halogenation
  • Humans
  • Mechlorethamine / analogs & derivatives*
  • Mechlorethamine / chemical synthesis
  • Mechlorethamine / pharmacology*
  • Neoplasms / drug therapy
  • Purines / chemical synthesis
  • Purines / chemistry*
  • Purines / pharmacology*

Substances

  • Antineoplastic Agents, Alkylating
  • Purines
  • Mechlorethamine