Xanthones with quinone reductase-inducing activity from the fruits of Garcinia mangostana (Mangosteen)

被引:80
作者
Chin, Young-Won [1 ]
Jung, Hyun-Ah [1 ]
Chai, Heebyung [1 ]
Keller, William J. [2 ]
Kinghorn, A. Douglas [1 ]
机构
[1] Ohio State Univ, Coll Pharm, Div Med Chem & Pharmacognosy, Columbus, OH 43210 USA
[2] Nat Sunshine Prod Inc, Spanish Fork, UT 84660 USA
关键词
Garcinia mangostana; Clusiaceae; 1,2-dihydro-1,8,10-trihydroxy-2-(2-hydroxypropan-2-yl)-9-(3-methylbut-2-enyl)furo[3,2-a]xanthen-11-one; 2,3-dihydro-4,7-dihydroxy-2-(2-hydroxypropan-2-yl)-6-(3-methylbut-2-enyl)furo[3,2-b]xanthen-5-one; (6-deoxy-7-demethylmangostanin); quinone reductase induction; hydroxyl radical-scavenging activity;
D O I
10.1016/j.phytochem.2007.09.023
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Bioactivity-guided fractionation of a dichloromethane-soluble extract of Garcinia mangostana fruits has led to the isolation and identification of five compounds, including two xanthones, 1,2-dihydro-1,8,10-trihydroxy-2-(2-hydroxypropan-2-yl)-9-(3-methylbut-2enyl)furo[3,2-a]xanthen-11-one (1) and 6-deoxy-7-demethylmangostanin (2), along with three known compounds, 1,3,7-trihydroxy-2,8-di-(3-methylbut-2-enyl)xanthone (3), mangostanin (4), and alpha-mangostin (5). The structures of compounds 1 and 2 were determined from analysis of their spectroscopic data. All isolated compounds in the present study together with eleven other compounds previously isolated from the pericarp of mangosteen, were tested in an in vitro quinone reductase-induction assay using murine hepatoma cells (Hepa 1c1c7) and an in vitro hydroxyl radical antioxidant assay. Of these, compounds 1-4 induced quinone reductase (concentration to double enzyme induction, 0.68-2.2 mu g/mL) in Hepa 1c1c7 cells and gamma-mangostin (6) exhibited hydroxyl radical-scavenging activity (IC50, 0.20 mu g/mL). (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:754 / 758
页数:5
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