title: Structure-activity relationships of epoxides: induction of sister-chromatid exchanges in V79 cells by enantiomeric epoxides.
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.
authors.affiliation: Institut für Allgemeine Genetik, Freie Universität Berlin, Germany.
authors.forename: W
authors.initials: W
authors.lastname: von der Hude
authors.forename: S
authors.initials: S
authors.lastname: Carstensen
authors.forename: R
authors.initials: R
authors.lastname: Gürtler
authors.forename: G
authors.initials: G
authors.lastname: Obe
mesh_terms: D000478:Alkylation; D000818:Animals; D002460:Cell Line; D006224:Cricetinae; D004305:Dose-Response Relationship, Drug; D004852:Epoxy Compounds / Q000737:chemistry / Q000633:toxicity*; D012854:Sister Chromatid Exchange; D013329:Structure-Activity Relationship
chemical_list: D004852:Epoxy Compounds