Comparative investigation of the mutagenicity of propenylic and allylic asarone isomers in the Ames fluctuation assay

Mutagenesis
Kerstin BergDieter Schrenk

Abstract

α-, β- and γ-asarone are naturally occurring phenylpropenes that occur in different plant families, mainly in Aristolochiaceae, Acoraceae and Lauraceae. Plants containing asarones are used as flavouring ingredients in alcoholic beverages (bitters), traditional phytomedicines and the rhizome of e.g. Acorus calamus is used to prepare tea. Although α- and β-asarone show a potential in the treatment of several diseases, previous studies have shown carcinogenicity in rodents (duodenum, liver). However, the mechanism of action remained unclear. Studies on the mutagenicity of propenylic α- and β-asarone are inconsistent and data on carcinogenicity and genotoxicity of allylic γ-asarone are lacking completely. Thus, the present study determined the mutagenicity of the three asarone isomers using the Ames fluctuation assay with and without exogenous metabolic activation (S9 mix) in the standard Salmonella typhimurium strains TA98 and TA100. A concentration dependent increase in mutagenicity could be verified for α- and β-asarone in strain TA100 in the presence of rat liver homogenate. The side-chain epoxides of α- and β-asarone, major metabolites formed in liver microsomes, caused mutations in TA100, supporting the hypothesis that epoxid...Continue Reading

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Citations

Dec 3, 2016·Toxicology Letters·Juliana Yumi SakitaVinicius Kannen
Jan 25, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Petronela ImreovaIvan Chalupa
Feb 15, 2017·Food & Function·S HaupenthalM Esselen
Sep 6, 2019·Naunyn-Schmiedeberg's Archives of Pharmacology·Alexander T Cartus, Dieter Schrenk
Nov 26, 2020·Journal of Applied Toxicology : JAT·Thomas UebelMelanie Esselen
Dec 15, 2020·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Lan GaoDieter Schrenk
Jan 8, 2021·Journal of Agricultural and Food Chemistry·Lena HermesMelanie Esselen

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