中国农业科学院农业信息研究所 中国农学会
Agricultural Information Institute of CAAS China Association of Agricultural Science Societies
En
Ch
中国农业科学院农业信息研究所 中国农学会 主办

AI检索

订阅

返回顶部
当前位置: 首页 > 文章 > 新型熊果酸喹啉衍生物的合成及抗肿瘤活性 林业工程学报 2018 (1) 54-64
Position: Home > Articles > Synthesis and antitumor activity of novel quinoline derivatives of ursolic acid Journal of Forestry Engineering 2018 (1) 54-64

新型熊果酸喹啉衍生物的合成及抗肿瘤活性

作  者：
金晓燕;陈浩;陶徐兵;王石发;谷文
单  位：
南京林业大学化学工程学院江苏省高校农林生物质化学与利用国家重点实验室培育点江苏省生物质绿色燃料与化学品重点实验室
关键词：
熊果酸;喹啉;酰肼;1,3,4-噁二唑;抗肿瘤活性
摘  要：
以自然界中广泛存在的五环三萜类天然产物熊果酸为原料合成了一系列新型的熊果酸喹啉酰肼衍生物3a~3f和1,3,4-噁二唑衍生物4a~4f。采用1H NMR、13C NMR、IR、ESI-MS、元素分析等方法对化合物3a~3f和4a~4f进行结构表征和分析。通过MTT法测试了化合物3a~3f和4a~4f对MDA-MB-231、He La和SMMC-77213种肿瘤细胞株的增殖抑制活性。结果表明:化合物3a~3c对所测试3种细胞株均表现出显著的抑制活性。其中,化合物3a~3c对MDA-MB-231细胞的IC50值为1.16~1.84μM,对He La的IC50值为0.83~1.18μM,对SMMC-7721的IC50值为17.48~19.41μM,强于阳性对照依托泊苷。根据抗肿瘤活性结果,初步分析化合物的抗肿瘤构效关系,发现在熊果酸分子中引入喹啉基并将羧基修饰为酰肼基和1,3,4-噁二唑基能够显著增强其抗肿瘤活性,且侧链为酰肼的衍生物活性优于噁二唑的衍生物。这一结果可为今后熊果酸的进一步结构优化,寻找具有更强抗肿瘤活性的衍生物提供依据。
译  名：
Synthesis and antitumor activity of novel quinoline derivatives of ursolic acid
作  者：
JIN Xiaoyan;CHEN Hao;TAO Xubing;WANG Shifa;GU Wen;College of Chemical Engineering,Nanjing Forestry University, Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-forest Biomass, Jiangsu Key Lab of Biomass-based Green Fuels and Chemicals;
关键词：
ursolic acid;;quinoline;;hydrazide;;1,3,4-oxadiazole;;antitumor activity
摘  要：
A series of novel quinoline derivatives of ursolic acid( 3 a-3 f,4 a-4 f) bearing hydrazide and 1,3,4-oxadiazole moieties were synthesized by using ursolic acid,a kind of pentacyclic triterpenoid compounds,as the starting material. The structures of compounds 3 a-3 f and 4 a-4 f were characterized by IR,ESI-MS,NMR and elemental analysis.The antitumor activities of compounds 3 a-3 f and 4 a-4 f against MDA-MB-231,He La and SMMC-7721 cell lines were evaluated by MTT method. The resutls showed that compounds 3 a-3 c displayed significant antiproliferative activity. The IC50 values of compounds 3 a-3 c against MDA-MB-231,He La and SMMC-7721 cell lines were 1.16-1.84 μM,0.83-1.18 μMand 17.48-19.41 μM,respectively,which were stronger than those of the positive control etoposide. According to the antitumor activity results,the antitumor structure-activity relationship of the compounds was preliminary analyzed.It was found that the incorporation of quinolinyl groups into the ursolic acid molecule and the modification of the carboxyl group into hydrazide groups and 1,3,4-oxadiazolyl groups could significantly enhance the antitumor activity of the ursolic acid,and that the activities of hydrazide derivatives were superior to the oxadiazole derivatives. The results of this study would provide substantial basis for the future structure modification of ursolic acid and the screening for derivatives with better antitumor activities.

相似文章

导出引用
计量
文章访问数: 8
HTML全文浏览量: 0
PDF下载量: 0

所属期刊

推荐期刊

友情链接Friendly link
农业信息研究所Agricultural information institute 农业智能知识服务平台Agricultural intelligent knowledge service platform 农业学术服务平台Agricultural Knowledge Service System 中国知网CNKI 维普网VIP 万方WANFANG DATA
联系我们Contact us

电话Tell：010-82109652-808

邮箱E-mail：agrijournal@caas.cn

服务Service
关于我们About us 意见建议Opinions and suggest
版权说明Copyright
单位：中国农业科学院农业信息研究所 中国农学会 © 2017中国农业科学院农业信息研究所 ICP备案号：京ICP备09089781号-46