Synthesis and anticancer effect of chrysin derivatives

被引:184
作者
Zheng, X
Meng, WD
Xu, YY
Cao, JG
Qing, FL
机构
[1] Donghua Univ, Coll Chem & Chem Engn, Shanghai 200051, Peoples R China
[2] Nanhua Univ, Inst Canc Res, Hengyang 421001, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/S0960-894X(02)01081-8
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of chrysin derivatives, prepared by alkylation, halogenation, nitration, methylation, acetylation and trifluoromethylation, were tested in vitro against human gastric adenocarcinoma cell line (SGC-7901) and colorectal adenocarcinoma (HT-29) cells. Among these derivatives of chrysin, 5,7-dimethoxy-8-iodochrysin 3 and 8-bromo-5-hydroxy-7-methoxychrysin 11 have the strongest activities against SGC-7901 and HT-29 cells, respectively. 5,7-Dihydroxy-8-nitrochrysin 12 were found to have strong activities against both SGC-7901 and HT-29 cells. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:881 / 884
页数:4
相关论文
共 18 条
[1]  
Bertrand A., 1999, HELV CHIM ACTA, V82, P2201
[2]   Relaxation to flavones and flavonols in rat isolated thoracic aorta: Mechanism of action and structure-activity relationships [J].
Chan, ECH ;
Pannangpetch, P ;
Woodman, OL .
JOURNAL OF CARDIOVASCULAR PHARMACOLOGY, 2000, 35 (02) :326-333
[3]   METHYL FLUOROSULFONYLDIFLUOROACETATE - A NEW TRIFLUOROMETHYLATING AGENT [J].
CHEN, QY ;
WU, SW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (11) :705-706
[4]   C-isoprenylation of flavonoids enhances binding affinity toward P-glycoprotein and modulation of cancer cell chemoresistance [J].
Comte, G ;
Daskiewicz, JB ;
Bayet, C ;
Conseil, G ;
Viornery-Vanier, A ;
Dumontet, C ;
Di Pietro, A ;
Barron, D .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (05) :763-768
[5]   Flavonoids as inhibitors or enhancers of the cytotoxicity of tumor necrosis factor-alpha in L-929 tumor cells [J].
Habtemarian, S .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (08) :775-778
[6]   Flavonols from Heterotheca inuloides:: Tyrosinase inhibitory activity and structural criteria [J].
Kubo, I ;
Kinst-Hori, I ;
Chaudhuri, SK ;
Kubo, Y ;
Sánchez, Y ;
Ogura, T .
BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (07) :1749-1755
[7]   A convenient extension of the Wessely-Moser rearrangement for the synthesis of substituted alkylaminoflavones as neuroprotective agents in vitro [J].
Larget, R ;
Lockhart, B ;
Renard, P ;
Largeron, M .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (08) :835-838
[8]  
LEE JH, 1999, SAENGYAK HAKHOECHI, V30, P34
[9]   ISOLATION OF POTENTIAL CANCER CHEMOPREVENTIVE AGENTS FROM ERIODICTYON-CALIFORNICUM [J].
LIU, YL ;
HO, DK ;
CASSADY, JM ;
COOK, VM ;
BAIRD, WM .
JOURNAL OF NATURAL PRODUCTS, 1992, 55 (03) :357-363