Induction of quinone reductase by withanolides isolated from Physalis philadelphica (tomatillos)

被引：67

作者：

Kennelly, EJ ^{[1
]}

Gerhauser, C ^{[1
]}

Song, LL ^{[1
]}

Graham, JG ^{[1
]}

Beecher, CWW ^{[1
]}

Pezzuto, JM ^{[1
]}

Kinghorn, AD ^{[1
]}

机构：

[1] UNIV ILLINOIS, COLL PHARM, DEPT MED CHEM & PHARMACOGNOSY, PROGRAM COLLABORAT RES PHARMACEUT SCI, CHICAGO, IL 60612 USA

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 1997年 / 45卷 / 10期

关键词：

Physalis philadelphica; Solanaceae; tomatillo; 2,3-dihydro-3-methoxywithaphysacarpin; withaphysacarpin; 24,25-dihydrowithanolide D; withanolides; quinone reductase induction; cancer chemoprevention;

D O I：

10.1021/jf970246w

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

The fruits of Physalis philadelphica, known commonly as tomatillos, are an ingredient of the condiment ''salsa verde''. As part of an ongoing project to discover natural product cancer chemopreventive agents, an ethyl acetate-soluble extract of the commercially available fresh fruits of P. philadelphica was found to induce quinone reductase activity in cultured Hepa 1c1c7 murine hepatoma cells. Bioassay-directed fractionation of an EtOAc extract of the fruits, aided by LC/MS, led to the isolation of a series of structurally related withanolides. One novel substance, 2,3-dihydro-3-methoxywithaphysacarpin (1), and two known compounds, withaphysacarpin (2) and 24,25-dihydrowithanolide D (3), were isolated, with the structure of 1 characterized spectroscopically. All three withanolides significantly induced quinone reductase activity in Hepa 1c1c7, TAPclBP(r)c1, and BP(r)cl murine hepatoma cells, suggesting that these compounds are monofunctional inducers, specifically elevating phase II enzymes responsible for detoxification, while not influencing phase I enzymes that may activate carcinogens.

引用

页码：3771 / 3777

页数：7

共 33 条

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[2]

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