Antimutagenic activity of isoflavones from soybean seeds (Glycine max merrill).
Two isoflavones, daidzein (1) and genistein (2), were isolated from soybean hypocotyls. Daidzein and genistein showed a suppressive effect on umu gene expression of the SOS response in Salmonellatyphimurium TA1535/pSK1002 against the mutagen 3-amino-1, 4-dimethyl-5H-pyrido[4,3b]indole (Trp-P-1), which requires liver metabolizing enzymes. Compound 1 suppressed 73% of the SOS-inducing activity at concentrations <0.74 micromol/mL, and the ID(50) value was 0.37 micromol/mL. Compound 2 suppressed 95% of the SOS-inducing activity at concentrations <0.74 micromol/mL, and the ID(50) value was 0.17 micromol/mL. Compounds 1 and 2 were also assayed with the mutagen 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (furylfuramide) and activated Trp-P-1. In addition to the antimutagenic activities of daidzein and genistein against Trp-P-1, frylfuramide and activated Trp-P-1 were assayed by an Ames test using S. typhimurium TA100.
Miyazawa
M
M
Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, Osaka, Japan. miyazawa@apch.kindai.ac.jp
Sakano
K
K
Nakamura
S i
Si
Kosaka
H
H
D016587:Antimutagenic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002243:Carbolines / Q000494:pharmacology; D019833:Genistein / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018546:Hypocotyl; D007529:Isoflavones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D009152:Mutagenicity Tests; D009153:Mutagens / Q000494:pharmacology; D013014:SOS Response, Genetics / Q000187:drug effects; D012486:Salmonella typhimurium / Q000187:drug effects* / Q000235:genetics; D012639:Seeds / Q000737:chemistry*; D013025:Glycine max / Q000737:chemistry*
D016587:Antimutagenic Agents; D002243:Carbolines; D007529:Isoflavones; D009153:Mutagens; C004742:daidzein; D019833:Genistein; C019132:3-amino-1,4-dimethyl-5H-pyrido(4,3-b)indole