Covalent adduct formation between the antihypertensive drug hydralazine and abasic sites in double- and single-stranded DNA

Chem Res Toxicol. 2014 Dec 15;27(12):2113-8. doi: 10.1021/tx5003657. Epub 2014 Nov 18.

Abstract

Hydralazine (4) is an antihypertensive agent that displays both mutagenic and epigenetic properties. Here, gel electrophoretic, mass spectroscopic, and chemical kinetics methods were used to provide evidence that medicinally relevant concentrations of 4 rapidly form covalent adducts with abasic sites in double- and single-stranded DNA under physiological conditions. These findings raise the intriguing possibility that the genotoxic properties of this clinically used drug arise via reactions with an endogenous DNA lesion rather than with the canonical structure of DNA.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Antihypertensive Agents / chemistry*
  • Base Sequence
  • DNA / chemistry*
  • DNA, Single-Stranded / chemistry*
  • Hydralazine / chemistry*
  • Mass Spectrometry

Substances

  • Antihypertensive Agents
  • DNA, Single-Stranded
  • Hydralazine
  • DNA