Synthesis and anti-proliferative activity of novel azazerumbone conjugates with chalcones

被引：20
|
作者：
Vuong Van Truong [1 ]
Tran Duy Nam [1 ]
Truong Ngoc Hung [2 ]
Nguyen Thi Nga [2 ]
Pham Minh Quan [2 ]
Luu Van Chinh [2 ]
Jung, Sang-Hun [3 ,4 ]
机构：
[1] Vietnam Russia Trop Ctr, Hanoi, Vietnam
[2] Vietnam Acad Sci & Technol, Inst Nat Prod Chem, Hanoi, Vietnam
[3] Chungnam Natl Univ, Coll Pharm, Daejeon 34134, South Korea
[4] Chungnam Natl Univ, Inst Drug Res & Dev, Daejeon 34134, South Korea
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2015年 / 25卷 / 22期
基金：
新加坡国家研究基金会;
关键词：
Zerumbone; Azazerumbone; Chalcone; Conjugate; Anti-proliferative activity; NF-KAPPA-B; CELL-GROWTH; IN-VITRO; ZERUMBONE; INACTIVATION; DERIVATIVES; ACTIVATION; DESIGN; SESQUITERPENE; INHIBITION;
D O I：
10.1016/j.bmcl.2015.09.069
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The conjugation of azazerumbone ((3E, 7E, 11E)-5,5,8,12-tetramethylazacyclododeca-3,7,11-trien-2-one (7)) and 2,4-dihydroxychalcones was carried out for the preparation of novel target compounds 9a-g with 1-ethylene-4-methylene-1,2,3-triazole linker and 10a-f with propylene linker between amide nitrogen of azazerumbone and 4-hydroxy group of chalcone. The anti-proliferative activity of these compounds against the LU-1, Hep-G2, MCF-7 and SW480 human cancer cell lines were significantly improved compared to those of azazerumbone or zerumbone. The anti-proliferative activities of (3E, 7E, 11E)-1-((1-(2-(3-hydroxy-4-((E)-3-(3-methoxyphenyl) acryloyl) phenoxy) ethyl)-1H-1,2,3-triazol-4-yl) methyl)-5,5,8,12-tetramethyl azacyclododeca-3,7,11-trien-2-one (9b) and (3E, 7E, 11E)-1-(3-(4-((E)-3-(3,4,5-trimethoxyphenyl) acryloyl) phenoxy) propyl)-5,5,8,12-tetramethylazacyclododeca- 3,7,11-trien-2-one (10d) are nearly comparable to those of ellipticine. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5182 / 5185
页数：4
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