版权说明 操作指南
首页 > 成果 > 详情

白杨素甘氨酸类化合物的合成及抗癌活性

认领
导出
Link by 中国知网学术期刊 Link by 维普学术期刊 Link by 万方学术期刊
反馈
分享
QQ微信 微博
成果类型:
期刊论文
论文标题(英文):
Syntheses and Anticancer Activities of Glycine Derivatives of Chrysin
作者:
Song Xiudao;He Jun;Ma Jin;Liu Yunmei*;Zheng Xing;Lei Xiaoyong;Guo Yu
通讯作者:
Liu Yunmei
作者机构:
[Guo Yu; Liu Yunmei; Song Xiudao; Ma Jin; Zheng Xing; Lei Xiaoyong] Univ South China, Inst Pharm & Pharmacol, Key Lab Hunan Prov Pharmacoprote, Hengyang 421001, Peoples R China.
[He Jun] Univ South China, Inst Chem & Chem Engn, Hengyang 421001, Peoples R China.
通讯机构:
[Liu Yunmei] Univ South China, Inst Pharm & Pharmacol, Key Lab Hunan Prov Pharmacoprote, Hengyang 421001, Peoples R China.
语种:
中文
关键词:
白杨素;衍生物;甘氨酸;抗肿瘤
关键词(英文):
Chrysin;Derivative;Glycine;Antitumor activity
期刊:
高等学校化学学报
期刊(英文):
Gaodeng Xuexiao Huaxue Xuebao/Chemical Journal of Chinese Universities
ISSN:
0251-0790
年:
2014
卷:
35
期:
7
页码:
1465-1470
基金类别:
湖南省重点学科建设项目(湘教发[2011]76);南华大学研究生创新基金(批准号:2012XCX12)资助. Supported by the Construct Program of Key Discipline in Hunan Province, China([2011]76);the Postgraduate Innovative Funds of University of South China(2012XCX12)
机构署名:
本校为第一且通讯机构
院系归属:
化学化工学院
药学与生物科学学院
摘要:
以白杨素为起始原料,通过卤代和水解反应制得中间产物7-O-羧烷基化的白杨素衍生物(6 ~ 9); 然后以1-乙基-3-(3-二甲氨基丙基)碳二亚胺(EDCI)、1-羟基苯并三氮唑(HOBt)和4-二甲氨基吡啶(DMAP)为催化体系,4个中间产物分别与甘氨酸甲酯盐酸盐进行酰胺缩合反应,制得白杨素甘氨酸甲酯类化合物12 ~ 15; 化合物12 ~ 15在pH = 10 ~ 11和室温下水解得到相应的白杨素甘氨酸类化合物(16 ~ 19). 所有目标化合物的结构均经~1H NMR,~(13)C NMR,IR 以及MS 确认. 以顺铂为阳性对照药物,采用噻唑蓝比色(MTT)法检测了目标化合物对人肝癌细胞HepG2和人胃癌细胞MGC-803的体外增殖抑制作用. 结果表明,目标化合物14 ~ 16,18和19的体外抗肿瘤活性明显强于白杨素,且化合物18(IC_(50) = 4. 36 μmol /L)对MGC-803细胞的增殖抑制作用强于阳性药物顺铂(IC_(50) = 4. 40 μmol /L).
摘要(英文):
In order to obtain novel lead compounds with high efficacy, low toxicity and minimum of side effects, using chrysin(5, 7-dihydroxyflavone) with very broad biological activities as a starting material, four intermediates 7-O-carboxyalkylation chrysin derivatives(6-9) were synthesized by halogenation and hydrolysis. Four glycine methyl ester derivatives containing chrysin(12-15) were synthesized when the four intermediates above condensated with glycine methyl ester hydrochloride using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride(EDCI), N-hydroxybenzotriazole(HOBt) and 4-dimethylamiopryidine(DMAP) as a coupling reagent. And then the corresponding glycine derivatives of chrysin(16-19) were obtained by hydrolysis under conditions of room temperature and pH 10-11. The structures of the target compounds were assigned by <sup>1</sup>H NMR, <sup>13</sup>C NMR, IR and MS. Taking cisplatin as a reference substance, the in vitro antitumor activity tests for target compounds against human hepatocellular carcinoma HepG2 cells and gastric carcinoma MGC-803 cells were carried out by MTT method. The results of primary pharmacological tests indicated that five compounds(14-16, 18, 19) possessed the more potent antitumor activity than chrysin in vitro. What's more, the antitumor activity of compound 18(IC<inf>50</inf>=4.36 &mu;mol/L) against MGC-803 cells was better than the positive reference compound cisplatin(IC<inf>50</inf>=4.40 &mu;mol/L).

反馈

验证码:
看不清楚,换一个
确定
取消

成果认领

标题:
用户 作者 通讯作者
请选择
请选择
确定
取消

提示

该栏目需要登录且有访问权限才可以访问

如果您有访问权限,请直接 登录访问

如果您没有访问权限,请联系管理员申请开通

管理员联系邮箱:yun@hnwdkj.com