Anthraquinones with quinone reductase-inducing activity and Benzophenones from Morinda citrifolia (Noni) roots

被引：120

作者：

Deng, Ye ^{[1
]}

Chin, Young-Won ^{[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

来源：

JOURNAL OF NATURAL PRODUCTS | 2007年 / 70卷 / 12期

关键词：

D O I：

10.1021/np070501z

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Two new benzophenones, morintrifolins A (1) and B (2), together with 14 known anthraquinones and four other known compounds, were isolated from a chloroform-soluble extract of Morinda citrifolia roots. Of the isolated compounds, four known anthraquinones, namely, 1,2-dihydroxyanthraquinone (3), 1,3-dihydroxy-2-methylanthraquinone (4), 2-hydroxy-3-(hydroxy methyl)anthraquinone (5), and 1,3,6-trihydroxy-2-methylanthraquinone (6), exhibited quinone reductase (QR)-inducing activity in Hepa lclc7 cells, with concentrations required to double QR activity of 12.0, 8.1, 0.94, and 0.56 mu M, respectively.

引用

页码：2049 / 2052

页数：4

共 38 条

[1] Anti-inflammatory and potential cancer chemopreventive constituents of the fruits of Morinda citrifolia (Noni) [J].

Akihisa, Toshihiro ;

Matsumoto, Kazumi ;

Tokuda, Harukuni ;

Yasukawa, Ken ;

Seino, Ken-ichi ;

Nakamoto, Katsuo ;

Kuninaga, Hideki ;

Suzuki, Takashi ;

Kimura, Yumiko .

JOURNAL OF NATURAL PRODUCTS, 2007, 70 (05) :754-757

[2]

[Anonymous], 2006, NUTR BUSINESS J, P186

[3] INCREASE OF NAD(P)H-QUINONE REDUCTASE BY DIETARY ANTIOXIDANTS - POSSIBLE ROLE IN PROTECTION AGAINST CARCINOGENESIS AND TOXICITY [J].

BENSON, AM ;

HUNKELER, MJ ;

TALALAY, P .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1980, 77 (09) :5216-5220

[4] FORMATION OF GENOTOXIC METABOLITES FROM ANTHRAQUINONE GLYCOSIDES, PRESENT IN RUBIA-TINCTORUM L [J].

BLOMEKE, B ;

POGINSKY, B ;

SCHMUTTE, C ;

MARQUARDT, H ;

WESTENDORF, J .

MUTATION RESEARCH, 1992, 265 (02) :263-272

[5] REGIOSPECIFIC ADDITION OF MONOOXYGENATED DIENES TO HALO QUINONES [J].

BOISVERT, L ;

BRASSARD, P .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :4052-4059

[6]

BOLHMANN F, 1981, PHYTOCHEMISTRY, V20, P1899

[7] Contamination is a frequent confounding factor in toxicology studies with anthraquinone and related compounds [J].

Butterworth, BE ;

Mathre, OB ;

Ballinger, KE ;

Adalsteinsson, O .

INTERNATIONAL JOURNAL OF TOXICOLOGY, 2004, 23 (05) :335-344

[8] SYNTHESIS OF SPECIFICALLY O-ALKYLATED ANTHRAQUINONES BY CYCLOADDITION [J].

CAMERON, DW ;

FEUTRILL, GI ;

GAMBLE, GB ;

STAVRAKIS, J .

TETRAHEDRON LETTERS, 1986, 27 (41) :4999-5002

[9] The noni fruit (Morinda citrifolia L.):: A review of agricultural research, nutritional and therapeutic properties [J].

Chan-Blanco, Yanine ;

Vaillant, Fabrice ;

Perez, Ana Mercedes ;

Reynes, Max ;

Brillouet, Jean-Marc ;

Brat, Pierre .

JOURNAL OF FOOD COMPOSITION AND ANALYSIS, 2006, 19 (6-7) :645-654

[10] ANTI-TUMOR AGENTS .50. MORINDAPARVIN-A, A NEW ANTILEUKEMIC ANTHRAQUINONE, AND ALIZARIN-1-METHYL ETHER FROM MORINDA-PARVIFOLIA, AND THE ANTILEUKEMIC ACTIVITY OF THE RELATED DERIVATIVES [J].

CHANG, P ;

LEE, KH ;

SHINGU, T ;

HIRAYAMA, T ;

HALL, IH ;

HUANG, HC .

JOURNAL OF NATURAL PRODUCTS, 1982, 45 (02) :206-210

← 1 2 3 4 →