Structural Analysis of a Novel Antimutagenic Compound, 4-Hydroxypanduratin A, and the Antimutagenic Activity of Flavonoids in a Thai Spice, Fingerroot (Boesenbergia pandurata Schult.) against M
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- 作者：Gassinee Trakoontivakorn ; Kazuhiko Nakahara ; Hiroshi Shinmoto ; Makiko Takenaka ; Mayumi Onishi-Kameyama ; Hiroshi Ono ; Mitsuru Yoshida ; Tadahiro Nagata ; and Tojiro Tsushida
- 刊名：Journal of Agricultural and Food Chemistry
- 出版年：2001
- 出版时间：June 2001
- 年：2001
- 卷：49
- 期：6
- 页码：3046 - 3050
- 全文大小：61K
- 年卷期：v.49,no.6(June 2001)
- ISSN：1520-5118
文摘
Six compounds were isolated from fresh rhizomes of fingerroot (Boesenbergia pandurata Schult.)as strong antimutagens toward 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) in Salmonellatyphimurium TA98. These compounds were 2',4',6'-trihydroxychalcone (pinocembrin chalcone; 1),2',4'-dihydroxy-6'-methoxychalcone (cardamonin; 2), 5,7-dihydroxyflavanone (pinocembrin; 3), 5-hydroxy-7-methoxyflavanone (pinostrobin; 4), (2,4,6-trihydroxyphenyl)-[3'-methyl-2'-(3' '-methylbut-2' '-enyl)-6'-phenylcyclohex-3'-enyl]methanone (5), and (2,6-dihydroxy-4-methoxyphenyl)-[3'-methyl-2'-(3' '-methylbut-2' '-enyl)-6'-phenylcyclohex-3'-enyl]methanone (panduratin A; 6). Compound 5 wasa novel compound (tentatively termed 4-hydroxypanduratin A), and 1 was not previously reportedin this plant, whereas 2-4 and 6 were known compounds. The antimutagenic IC50 values ofcompounds 1-6 were 5.2 ± 0.4, 5.9 ± 0.7, 6.9 ± 0.8, 5.3 ± 1.0, 12.7 ± 0.7, and 12.1 ± 0.8 
M in thepreincubation mixture, respectively. They also similarly inhibited the mutagenicity of 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP).All of them strongly inhibited the N-hydroxylation of Trp-P-2. Thus, the antimutagenic effect ofcompounds 1-6 was mainly due to the inhibition of the first step of enzymatic activation ofheterocyclic amines.Keywords: Antimutagen; fingerroot (Boesenbergia pandurata Schult.); Ames test; Trp-P-1;4-hydroxypanduratin A; Thailand; JIRCAS
M in thepreincubation mixture, respectively. They also similarly inhibited the mutagenicity of 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP).All of them strongly inhibited the N-hydroxylation of Trp-P-2. Thus, the antimutagenic effect ofcompounds 1-6 was mainly due to the inhibition of the first step of enzymatic activation ofheterocyclic amines.Keywords: Antimutagen; fingerroot (Boesenbergia pandurata Schult.); Ames test; Trp-P-1;4-hydroxypanduratin A; Thailand; JIRCAS