Suppression of chemical mutagen-induced SOS response by allylbenzen from Asiasarum heterotropoides in the Salmonella typhimurium TA1535/PSK1002 umu test.
A methanol extract from Asiasarum heterotropoides showed a suppressive effect of the SOS-including activity on the mutagen 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ) in the Salmonella typhimurium TA1535/pSK1002 umu test. The methanol extract was re-extracted with chloroform, butanol, and water. The chloroform fraction showed a suppressive effect. Suppressive compounds in the chloroform fraction were isolated by silica gel column chromatography and identified as methyleugenol (1), elemicin (2), and gamma-asaron (3) by GC/MS, IR, and 1H- and 13C-NMR spectroscopy. These compounds suppressed the MeIQ-induced SOS response in the umu test. Gene expression was suppressed 52.2, 61.8, and 71.6% at a concentration of 0.1 mM, respectively. The ID50 values (50% inhibition dose) of these compounds were 0.080, 0.028, and 0.013 mM, respectively. On the other hand, Compounds 1-3 showed weak suppressive effect of the SOS-inducing activity on activated MeIQ. These results indicate that the inhibition of the SOS-inducing activity on MeIQ, which was caused by Compound 1-3 was due to the inhibition of metabolic activity by S9.
Miyazawa
Mitsuo
M
Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, Kowakae, Higashiosaka-shi, Osaka 577-8502, Japan. miyazawa@apch.kindai.ac.jp
Kohno
Go
G
D000498:Allyl Compounds / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D016587:Antimutagenic Agents / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D029065:Aristolochiaceae; D001555:Benzene Derivatives / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D006801:Humans; D009152:Mutagenicity Tests; D009153:Mutagens / Q000633:toxicity; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D011804:Quinolines / Q000633:toxicity; D013014:SOS Response, Genetics; D012486:Salmonella typhimurium / Q000235:genetics*; D000081248:Allylbenzene Derivatives
D000498:Allyl Compounds; D016587:Antimutagenic Agents; D001555:Benzene Derivatives; D009153:Mutagens; D010936:Plant Extracts; D011804:Quinolines; C102347:allylbenzene; D000081248:Allylbenzene Derivatives; C036989:2-amino-3,4-dimethylimidazo(4,5-f)quinoline