SUPPRESSION OF SOS-INDUCING ACTIVITY OF CHEMICAL MUTAGENS BY CINNAMICACID-DERIVATIVES FROM SCROPHULIA-NINGPOENSIS IN THE SALMONELLA-TYPHIMURIUM TA1535 PSK1002 UMU TEST/
M. Miyazawa et al., SUPPRESSION OF SOS-INDUCING ACTIVITY OF CHEMICAL MUTAGENS BY CINNAMICACID-DERIVATIVES FROM SCROPHULIA-NINGPOENSIS IN THE SALMONELLA-TYPHIMURIUM TA1535 PSK1002 UMU TEST/, Journal of agricultural and food chemistry, 46(3), 1998, pp. 904-910
A methanol extract from Scrophulia ningpoensis showed suppressive effe
ct of the SOS-inducing activity of the mutagen 2-(2-furyl)-3-(5-nitro-
2-furyl)acrylamide (furylfuramide) in the Salmonella typhimurium TA153
5/pSK1002 umu test. The methanol extract was re-extracted with hexane,
dichloromethane, butanol, and water. An acidic fraction of the dichlo
romethane fraction showed a suppressive effect. Suppressive compounds
in the acidic fraction were isolated by SiO2 column chromatography and
identified as trans-cinnamic acid (1), p-methoxycinnamic acid (2), 3,
4-dimethoxycinnamic acid (3), and 4-hydroxy-3-methoxycinnamic acid (4)
by GC, GC/MS, and H-1 NMR spectroscopy. Compounds 1-4 suppressed the
SOS-inducing activity of furylfuramide in the umu test. Compounds 1-4
suppressed 44, 31, 37, and 36% of the SOS-inducing activity at a conce
ntration of 1.4 mu mol/mL. These compounds were assayed with other mut
agens, 4-nitroquinoline I-oxide (4NQO) and N-methyl-N'-nitro-N-nitroso
guanidine (MNNG). In addition, compounds 1-4 were assayed with 3-amino
-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) and aflatoxin B-1 (AfB1
), which requires liver metabolizing enzymes. These compounds showed s
uppresssive effects of SOS-inducing activity against all mutagens. Met
hyl eaters of compounds 1-4 also showed a suppressive effect of the SO
S-inducing activity against furylfuramide and TPp-P-1.