New sesquiterpenoids from the dried flower buds of Tussilago farfara and their inhibition on NO production in LPS-induced RAW264.7 cells

被引：34
作者：
Li, Wei
Huang, Xin
Yang, Xiu-Wei
机构：
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100871, Peoples R China
[2] Peking Univ, Hlth Sci Ctr, Sch Pharmaceut Sci, Dept Nat Med, Beijing 100871, Peoples R China
来源：
FITOTERAPIA | 2012年 / 83卷 / 02期
关键词：
Tussilago farfara L; Compositae; Sesquiterpenoids; Nitric oxide; OCCURRING TERPENE DERIVATIVES; NITRIC-OXIDE; CONSTITUENTS; FLOS;
D O I：
10.1016/j.fitote.2011.11.011
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Three new sesquiterpenoids, 1 alpha-(3 ''-ethyl-cis-crotonoyloxy)-8-angeloyloxy-3 beta,4 beta-epoxybisabola-7(14),10-diene (1), 7 beta-angeloyloxy-14-hydroxy-notonipetranone (2) and 1 alpha-hydroxy-7 beta-(4-methylsenecioyloxy)-oplopa-3(14)Z,8(10)-dien-2-one (3) were isolated from ethanolic extract of the dried flower buds of Tussilago farfara L, along with nine known sesquiterpenoids (4-12). All of these compounds were evaluated for their effect on the inhibition of nitric oxide (NO) production induced by lipopolysaccharide in macrophage cell line RAW 264.7 and exhibited inhibitory activity on NO production in a dose-dependent manner. 7 beta-(4-Methylsenecioyloxy)-oplopa-3(14)E,8(10)-dien-2-one (8) was proved to be the best among these tested sesquiterpenoids with an IC50 value of 10.80 mu M. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码：318 / 322
页数：5
相关论文
共 23 条
[11]   EVALUATION OF TUSSILAGONE - A CARDIOVASCULAR-RESPIRATORY STIMULANT ISOLATED FROM CHINESE HERBAL MEDICINE [J].
LI, YP ;
WANG, YM .
GENERAL PHARMACOLOGY, 1988, 19 (02) :261-263
[12]   Suppression of inducible nitric oxide synthase and cyclooxygenase-2 expression by tussilagone from farfarae flos in BV-2 microglial cells [J].
Lim, Hyo Jin ;
Lee, Hyun-Sun ;
Ryu, Jae-Ha .
ARCHIVES OF PHARMACAL RESEARCH, 2008, 31 (05) :645-652
[13]  
Liu Yu-feng, 2009, Yaoxue Xuebao, V44, P510
[14]   Inhibitory effects of sesquiterpenes from bay leaf on nitric oxide production in lipopolysaccharide-activated macrophages: Structure requirement and role of heat shock protein induction [J].
Matsuda, H ;
Kagerura, T ;
Toguchida, I ;
Ueda, H ;
Morikawa, T ;
Yoshikawa, M .
LIFE SCIENCES, 2000, 66 (22) :2151-2157
[15]   NITROSATION OF AMINES BY STIMULATED MACROPHAGES [J].
MIWA, M ;
STUEHR, DJ ;
MARLETTA, MA ;
WISHNOK, JS ;
TANNENBAUM, SR .
CARCINOGENESIS, 1987, 8 (07) :955-958
[16]   TISSUE-INJURY CAUSED BY DEPOSITION OF IMMUNE-COMPLEXES IS L-ARGININE DEPENDENT [J].
MULLIGAN, MS ;
HEVEL, JM ;
MARLETTA, MA ;
WARD, PA .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (14) :6338-6342
[17]   DNA DAMAGE AND MUTATION IN HUMAN-CELLS EXPOSED TO NITRIC-OXIDE INVITRO [J].
NGUYEN, T ;
BRUNSON, D ;
CRESPI, CL ;
PENMAN, BW ;
WISHNOK, JS ;
TANNENBAUM, SR .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (07) :3030-3034
[18]   A new bisabolene epoxide from Tussilago farfara, and inhibition of nitric oxide synthesis in LPS-activated macrophages [J].
Ryu, JH ;
Jeong, JS ;
Sohn, DH .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (10) :1437-1438
[19]  
Shi W., 1996, J. Chin. Pharm. Sci, V5, P63
[20]   DNA DEAMINATING ABILITY AND GENOTOXICITY OF NITRIC-OXIDE AND ITS PROGENITORS [J].
WINK, DA ;
KASPRZAK, KS ;
MARAGOS, CM ;
ELESPURU, RK ;
MISRA, M ;
DUNAMS, TM ;
CEBULA, TA ;
KOCH, WH ;
ANDREWS, AW ;
ALLEN, JS ;
KEEFER, LK .
SCIENCE, 1991, 254 (5034) :1001-1003
123