Antimutagenic activity of isoflavone from Pueraria lobata.
A methanol extract from Pueraria lobata showed a suppressive effect on umu gene expression of the SOS response in Salmonella typhimurium TA1535/pSK1002 against the mutagen 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (furylfuramide). The methanol extract from P. lobata was re-extracted with hexane, dichloromethane, ethyl acetate, butanol, and water, respectively. A suppressive compound in the dichloromethane and ethyl acetate extract fractions was isolated by SiO(2) column chromatography and identified as tectorigenin (1) by EI-MS and (1)H and (13)C NMR spectroscopy. Compound 1 and its methylated derivative [7,4'-di-O-methyltectorigenin (2)] had the suppressive effects on umu gene expression of the SOS response in Salmonella typhimurium TA1535/pSK1002 against furylfuramide, 4-nitroquinoline-1-oxide, N-methyl-N'-nitrosoguanidine, and activated Trp-P-1, which do not require live metabolic activation by S9. These compounds also showed suppression of SOS-inducing activity against Trp-P-1 and AfB(1), which requires liver metabolizing enzymes. In addition to the antimutagenic activities of these compounds against furylfuramide, Trp-P-1 and activated Trp-P-1 were also assayed by an Ames test using S. typhimurium TA100.
Miyazawa
M
M
Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, Kowakae, Higashiosaka-shi, Osaka 577-8502, Japan.
Sakano
K
K
Nakamura
S
S
Kosaka
H
H
D015112:4-Nitroquinoline-1-oxide / Q000494:pharmacology; D016587:Antimutagenic Agents / Q000302:isolation & purification / Q000494:pharmacology*; D005591:Chemical Fractionation; D007887:Fabaceae / Q000737:chemistry*; D005668:Furylfuramide / Q000494:pharmacology; D007529:Isoflavones / Q000302:isolation & purification / Q000494:pharmacology*; D008745:Methylation; D008769:Methylnitronitrosoguanidine / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D010946:Plants, Medicinal; D013014:SOS Response, Genetics / Q000187:drug effects; D012486:Salmonella typhimurium / Q000235:genetics; D014466:Ultraviolet Rays
D016587:Antimutagenic Agents; D007529:Isoflavones; D010936:Plant Extracts; D005668:Furylfuramide; D008769:Methylnitronitrosoguanidine; D015112:4-Nitroquinoline-1-oxide; C120039:tectorigenin