Inhibitors from rhubarb on lipopolysaccharide-induced nitric oxide production in macrophages: Structural requirements of stilbenes for the activity

被引：74

作者：

Kageura, T ^{[1
]}

Matsuda, H ^{[1
]}

Morikawa, T ^{[1
]}

Toguchida, I ^{[1
]}

Harima, S ^{[1
]}

Oda, M ^{[1
]}

Yoshikawa, M ^{[1
]}

机构：

[1] Kyoto Pharmaceut Univ, Yamashina Ku, Kyoto 6078412, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2001年 / 9卷 / 07期

关键词：

D O I：

10.1016/S0968-0896(01)00093-1

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：

By bioassay-guided separation, three stilbenes (rhapontigenin, piceatannol, and resveratrol), two stilbene glucoside gallates (rhaponticin 2''-O-gallate and rhaponticin 6"-O-gallate), and a naphthalene glucoside (torachrysone 8-O-beta -D-glucopyranoside) with inhibitory activity against nitric oxide (NO) production in lipopolysaccharide-activated macrophages were isolated (IC50 = 11-69 muM). The oxygen functions (-OH, -OCH3) of stilbenes at the benzene ring were essential for the activity. The glucoside moiety reduced the activity, while the alpha,beta -double bond had no effect. Furthermore, the active stilbenes (rhapontigenin, piceatannol, and resveratrol) did not inhibit inducible NO synthase activity, but they inhibited nuclear factor-kappaB activation following expression of inducible NO synthase. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1887 / 1893

页数：7

共 27 条

[21] Nitric oxide in septic shock [J].

Titheradge, MA .

BIOCHIMICA ET BIOPHYSICA ACTA-BIOENERGETICS, 1999, 1411 (2-3) :437-455

[22] Suppression of nitric oxide synthase and the down-regulation of the activation of NFκB in macrophages by resveratrol [J].

Tsai, SH ;

Lin-Shiau, SY ;

Lin, JK .

BRITISH JOURNAL OF PHARMACOLOGY, 1999, 126 (03) :673-680

[23]

Tuboi M., 1977, CHEM PHARM BULL, V25, P2708

[24]

XIA Q, 1994, J LEUKOCYTE BIOL, V56, P576

[25] Nitric oxide synthase in cardiac sarcoplasmic reticulum [J].

Xu, KY ;

Huso, DL ;

Dawson, TM ;

Bredt, DS ;

Becker, LC .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1999, 96 (02) :657-662

[26]

Yoshikawa M, 2000, CHEM PHARM BULL, V48, P651, DOI 10.1248/cpb.48.651

[27]

Yoshikawa M, 1998, CHEM PHARM BULL, V46, P1008, DOI 10.1248/cpb.46.1008

← 1 2 3 →