Literature DB >> 3619639

The role of biotransformation in the genotoxicity of allylic compounds.

E Eder, K Dornbusch, G Fischer.   

Abstract

Allylic compounds exert direct genotoxic activities which depend on the chemical nature of the leaving group and on further substituents. Besides the direct genotoxic effects, metabolic activation mechanisms are also conceivable. Epoxidation seems to play a minor role in bioactivation, whereas the metabolic formation of strongly mutagenic alpha, beta-unsaturated carbonyl compounds is obviously of great importance for the indirect genotoxicity of allylic compounds. Only in the case of 2,3-dichloro-1-propene is an epoxide formed which is extremely unstable and immediately rearranges to the strong mutagen, 1,3-dichloroacetone.

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Year:  1987        PMID： 3619639     DOI： 10.1007/bf00296977

Source DB:  PubMed          Journal:  Arch Toxicol        ISSN： 0340-5761            Impact factor:   5.153


  10 in total

1.  Induction of unscheduled DNA synthesis in HeLa cells by allylic compounds.

Authors:  D Schiffmann; E Eder; T Neudecker; D Henschler
Journal:  Cancer Lett       Date:  1983-10       Impact factor: 8.679

2.  Structure-activity relationship in halogen and alkyl substituted allyl and allylic compounds: correlation of alkylating and mutagenic properties.

Authors:  T Neudecker; D Lutz; E Eder; D Henschler
Journal:  Biochem Pharmacol       Date:  1980-10-01       Impact factor: 5.858

3.  Mutagenic potential of allyl and allylic compounds. Structure-activity relationship as determined by alkylating and direct in vitro mutagenic properties.

Authors:  E Eder; T Neudecker; D Lutz; D Henschler
Journal:  Biochem Pharmacol       Date:  1980-04-01       Impact factor: 5.858

4.  Testing of known carcinogens and noncarcinogens for their ability to induce unscheduled DNA synthesis in HeLa cells.

Authors:  C N Martin; A C McDermid; R C Garner
Journal:  Cancer Res       Date:  1978-08       Impact factor: 12.701

5.  2-Haloacrylic acids as indicators of mutagenic 2-haloacrolein intermediates in mammalian metabolism of selected promutagens and carcinogens.

Authors:  P J Marsden; J E Casida
Journal:  J Agric Food Chem       Date:  1982 Jul-Aug       Impact factor: 5.279

6.  Mutagenicity of chloroolefins in the Salmonella/mammalian microsome test. III. Metabolic activation of the allylic chloropropenes allyl chloride, 1,3-dichloropropene, 2,3-dichloro-1-propene, 1,2,3-trichloropropene, 1,1,2,3-tetrachloro-2-propene and hexachloropropene by S9 mix via two different metabolic pathways.

Authors:  T Neudecker; D Henschler
Journal:  Mutat Res       Date:  1986 Apr-May       Impact factor: 2.433

7.  Mutagenic properties of allylic and alpha, beta-unsaturated compounds: consideration of alkylating mechanisms.

Authors:  E Eder; D Henschler; T Neudecker
Journal:  Xenobiotica       Date:  1982-12       Impact factor: 1.908

8.  A new pathway of acrolein metabolism in rats.

Authors:  W Draminski; E Eder; D Henschler
Journal:  Arch Toxicol       Date:  1983-03       Impact factor: 5.153

9.  The biotransformation of allyl alcohol and acrolein in rat liver and lung preparations.

Authors:  J M Patel; J C Wood; K C Leibman
Journal:  Drug Metab Dispos       Date:  1980 Sep-Oct       Impact factor: 3.922

10.  Correlation of alkylating and mutagenic activities of allyl and allylic compounds: standard alkylation test vs. kinetic investigation.

Authors:  E Eder; T Neudecker; D Lutz; D Henschler
Journal:  Chem Biol Interact       Date:  1982-02       Impact factor: 5.192
  10 in total
  1 in total

1.  Biomonitoring studies and susceptibility markers for acrolein congeners and allylic and benzyl compounds.

Authors:  E Eder; C Hoffman; S Sporer; S Scheckenbach
Journal:  Environ Health Perspect       Date:  1993-03       Impact factor: 9.031
  1 in total

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