Suppression of the SOS-inducing activity of Trp-P-1 and aflatoxin B1 by meso-dihydroguaiaretic acid from Machilus thunbergii in the Salmonella typhimurium TA1535/pSK1002 umu test.
The methanol extract from Machilus thunbergii showed a suppressive effect on umu gene expression of the SOS response in Salmonella typhimurium TA1535/pSK1002 against the mutagen, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1), which requires liver metabolizing enzymes. The methanol extract from M. thunbergii was successively re-extracted with chloroform, butanol and water. A suppressive compound in the chloroform extract fraction was isolated by SiO2 column chromatography and identified as meso-dihydroguaiaretic acid by GC-MS, and 1H- and 13C-NMR spectroscopy. Meso-dihydroguaiaretic acid inhibited of the SOS-inducing activity of Trp-P-1 in the umu test. Gene expression was suppressed by 62% at less than 0.18 mumol/ml, the ID50 value being 0.08 mumol/ml. Compound 1 was also assayed with aflatoxin B1 (AfB1) and showed a suppressive effect.
Miyazawa
M
M
Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University Kowakae, Osaka, Japan.
Okuno
Y
Y
Oshiro
K
K
Kasahara
H
H
Shimamura
H
H
Nakamura
S
S
Kameoka
H
H
D016604:Aflatoxin B1 / Q000633:toxicity*; D002243:Carbolines / Q000633:toxicity*; D002725:Chloroform; D004249:DNA Damage / Q000187:drug effects; D008401:Gas Chromatography-Mass Spectrometry; D006139:Guaiacol / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology; D019770:Lauraceae / Q000737:chemistry*; D017705:Lignans / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D009153:Mutagens / Q000633:toxicity*; D010936:Plant Extracts / Q000494:pharmacology; D013014:SOS Response, Genetics / Q000187:drug effects*; D012486:Salmonella typhimurium / Q000187:drug effects* / Q000235:genetics
D002243:Carbolines; D017705:Lignans; D009153:Mutagens; D010936:Plant Extracts; C015816:dihydroguaiaretic acid; D006139:Guaiacol; D002725:Chloroform; D016604:Aflatoxin B1; C019132:3-amino-1,4-dimethyl-5H-pyrido(4,3-b)indole