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

被引：119
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
收藏
页码：2049 / 2052
页数：4
相关论文
共 38 条
  • [1] Anti-inflammatory and potential cancer chemopreventive constituents of the fruits of Morinda citrifolia (Noni)
    Akihisa, Toshihiro
    Matsumoto, Kazumi
    Tokuda, Harukuni
    Yasukawa, Ken
    Seino, Ken-ichi
    Nakamoto, Katsuo
    Kuninaga, Hideki
    Suzuki, Takashi
    Kimura, Yumiko
    [J]. 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
    BENSON, AM
    HUNKELER, MJ
    TALALAY, P
    [J]. 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
    BLOMEKE, B
    POGINSKY, B
    SCHMUTTE, C
    MARQUARDT, H
    WESTENDORF, J
    [J]. MUTATION RESEARCH, 1992, 265 (02): : 263 - 272
  • [5] REGIOSPECIFIC ADDITION OF MONOOXYGENATED DIENES TO HALO QUINONES
    BOISVERT, L
    BRASSARD, P
    [J]. 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
    Butterworth, BE
    Mathre, OB
    Ballinger, KE
    Adalsteinsson, O
    [J]. INTERNATIONAL JOURNAL OF TOXICOLOGY, 2004, 23 (05) : 335 - 344
  • [8] SYNTHESIS OF SPECIFICALLY O-ALKYLATED ANTHRAQUINONES BY CYCLOADDITION
    CAMERON, DW
    FEUTRILL, GI
    GAMBLE, GB
    STAVRAKIS, J
    [J]. TETRAHEDRON LETTERS, 1986, 27 (41) : 4999 - 5002
  • [9] The noni fruit (Morinda citrifolia L.):: A review of agricultural research, nutritional and therapeutic properties
    Chan-Blanco, Yanine
    Vaillant, Fabrice
    Perez, Ana Mercedes
    Reynes, Max
    Brillouet, Jean-Marc
    Brat, Pierre
    [J]. 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
    CHANG, P
    LEE, KH
    SHINGU, T
    HIRAYAMA, T
    HALL, IH
    HUANG, HC
    [J]. JOURNAL OF NATURAL PRODUCTS, 1982, 45 (02): : 206 - 210
1234