Inhibition by diacylmethane derivatives of mutagenicity in Salmonella typhimurium and tRNA-binding of chemical carcinogens

Mutat Res. 1991 Mar;262(3):189-93. doi: 10.1016/0165-7992(91)90021-u.


Effects of diacylmethanes on the mutagenicity of 2-naphthohydroxamic acid, methylnitrosourea, benzo[a]pyrene and aflatoxin B1 in S. typhimurium and the tRNA binding by benzo[a]pyrene and aflatoxin B1 were investigated. Acetylacetone, benzoylacetone and dibenzoylmethane inhibited the mutagenicity of 2-naphthohydroxamic acid, and dibenzoylmethane and 1,3-indandione inhibited that of methylnitrosourea, benzo[a]pyrene and aflatoxin B1. The binding to tRNA of benzo[a]pyrene and aflatoxin B1 was inhibited by benzoylacetone and dibenzoylmethane, and dibenzoylmethane, 1,3-indandione and 1,1,1-trifluoroacetylacetone, respectively. The inhibition of methylnitrosourea mutagenicity was observed when the bacteria were exposed concomitantly to the inhibitors and the mutagen, but not when they were exposed to the inhibitors 1 h after exposure to the mutagen. These results demonstrate that active methylene compounds can inhibit mutagenicity and nucleic acid-binding of chemical carcinogens presumably by trapping carcinogenic electrophiles, and they are potential anti-carcinogenic agents during the initiation stage.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Aflatoxin B1
  • Aflatoxins / antagonists & inhibitors
  • Benzo(a)pyrene / antagonists & inhibitors
  • Benzoates / toxicity
  • Butanones / toxicity
  • Carcinogens / toxicity*
  • Chalcones*
  • Dose-Response Relationship, Drug
  • Hydroxylamines / antagonists & inhibitors
  • Indans / toxicity
  • Methane / analogs & derivatives*
  • Methane / pharmacology
  • Methylnitrosourea / pharmacology
  • Mutagens / antagonists & inhibitors*
  • Pentanones / toxicity


  • Aflatoxins
  • Benzoates
  • Butanones
  • Carcinogens
  • Chalcones
  • Hydroxylamines
  • Indans
  • Mutagens
  • Pentanones
  • N,N-naphthaloylhydroxylamine
  • Benzo(a)pyrene
  • 1,1,1-trifluoroacetylacetone
  • acetylacetone
  • 1,3-indandione
  • Methylnitrosourea
  • Aflatoxin B1
  • dibenzoylmethane
  • benzoylacetone
  • Methane