The abnormal cytotoxicities of 2,5-diaziridinyl-1,4-benzoquinone-3-phenyl esters.

Research output: Contribution to journalArticle

  • External authors:
  • Di Francesco
  • M. Angela
  • Robert H. J. Hargreaves
  • Stephen P. Mayalarp
  • Ali Hazrati
  • John A. Hartley
  • John Butler


Several derivs. of 2,5-diaziridinyl-3-phenyl-1,4-benzoquinone have been synthesized and their cytotoxicities in six different human cancer cell lines (H460, H596, HT29, BE, K562 and A2780) have been detd. It was obsd. that certain phenol-ester derivs. were significantly more cytotoxic in all of the cell lines investigated. These esters were shown to be cleaved by esterases to form a stable meta-phenol and an unstable para-phenol. The meta-phenol was also highly cytotoxic. Several of these compds. were studied in detail using DNA crosslinking, clonogenic, apoptosis and flow cytometry assays. It is proposed that although the phenol-esters and the phenols can efficiently cross-link DNA, this mechanism alone is not sufficient to explain the toxicities of these compds.

Bibliographical metadata

Original languageEnglish
Pages (from-to)347-359
Number of pages12
JournalAnti-Cancer Drug Design
Issue number5
Publication statusPublished - 2001