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2013 , Vol. 33 >Issue 9: 1970 - 1974

DOI: https://doi.org/10.6023/cjoc201304014

研究论文

E-橙皮素肟类化合物的合成及对SGC-7901的细胞活性

  • 刘志平 ,
  • 韦万兴 ,
  • 甘春芳 ,
  • 黄燕敏 ,
  • 刘盛 ,
  • 崔建国
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  • a 广西师范学院化学与生命科学学院 南宁 530001;
    b 广西大学化学化工学院 南宁 530004

收稿日期: 2013-04-12

  修回日期: 2013-05-04

  网络出版日期: 2013-05-13

基金资助

国家自然科学基金(No. 81060261);广西自然科学基金(Nos. 2011GXNSFD018016, 2012GXNSFAA053021)资助项目

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Synthesis and Cytotoxicity of E-Hesperetin Oximes against SGC-7901

  • Liu Zhiping ,
  • Wei Wanxing ,
  • Gan Chunfang ,
  • Huang Yanmin ,
  • Liu Sheng ,
  • Cui Jianguo
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  • a Chemistry and Life Science, Guangxi Teachers Education University, Nanning 530001;
    b College of Chemistry and Chemical Engineer, Guangxi University, Nanning 530004

Received date: 2013-04-12

  Revised date: 2013-05-04

  Online published: 2013-05-13

Supported by

Project supported by the National Natural Science Foundation of China (No. 81060261) and the Natural Science Foundation of Guangxi Province (Nos. 2011GXNSFD018016, 2012GXNSFAA053021)

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摘要

以天然橙皮素(1)为原料, 经选择性甲基化和异戊烯基化半合成得到了桃皮素(2)和7-O-异戊烯基橙皮素(3). 1～3分别与盐酸羟胺、盐酸甲氧胺、盐酸苄氧胺反应合成了9个E构型的橙皮素肟类化合物. 所合成产物通过NMR, HR-ESI-MS方法进行了结构确证. 噻唑蓝(MTT)蛋白染色法体外抑制肿瘤增值活性测试发现部分化合物对胃癌细胞SGC-7901有明显的抑制活性.

关键词： 橙皮素; 橙皮素肟; 合成; 细胞活性

本文引用格式

刘志平 , 韦万兴 , 甘春芳 , 黄燕敏 , 刘盛 , 崔建国 . E-橙皮素肟类化合物的合成及对SGC-7901的细胞活性[J]. 有机化学, 2013 , 33(9) : 1970 -1974 . DOI: 10.6023/cjoc201304014

Abstract

Used natural hesperetin (1) as raw material, persicogenin (2) and 7-O-isopentenyl hesperetin (3) were obtained by the mothod of selective methylation and selective O-prenylation. Nine E-hesperetin oximes 4～12 were synthesiszed by reaction of 1～3 with hydroxylamine hydrochloride, methoxylamine hydrochloride and benzyloxygen amine hydrochloride, respectively. Their structures were confirmed by NMR and HR-ESI-MS. The synthesized compounds were evaluated for cytotoxicity against human cancer cell line SGC-7901. The result showed that compounds 4～6 exhibited dictinct cytotoxicity against SGC-7901.

Key words： hesperetin; hesperetin oximes; synthesis; cytotoxicity

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