Structure-activity relationships of epoxides: induction of sister-chromatid exchanges in V79 cells by enantiomeric epoxides

Mutat Res. 1992 Apr;278(4):289-97. doi: 10.1016/s0165-1218(10)80009-6.

Abstract

Analysis of SCE frequencies in Chinese hamster V79 cells was used to investigate the influence of the stereoisomeric forms of epoxides in mammalian genotoxicity tests. The SCE-inducing potency of 12 pairs of (R)- and (S)-enantiomeric epoxides which differed in the degree of substitution of the oxirane ring was determined. Of these, 2 pairs of epoxides failed to induce SCE. Different SCE-inducing potencies between the (R)- and (S)-enantiomers were shown for 5 epoxides. This study demonstrates that stereoselectivity might play an important role in genotoxicity testing of chemicals with asymmetric C atoms.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Animals
  • Cell Line
  • Cricetinae
  • Dose-Response Relationship, Drug
  • Epoxy Compounds / chemistry
  • Epoxy Compounds / toxicity*
  • Sister Chromatid Exchange
  • Structure-Activity Relationship

Substances

  • Epoxy Compounds