有机化学 ›› 2014, Vol. 34 ›› Issue (4): 788-796.DOI: 10.6023/cjoc201309031 上一篇    下一篇

研究论文

C-13位烷氧基赤霉素衍生物的合成与抗肿瘤活性研究

陈静波a, 孙竹仙a, 张雁丽b, 陈景超a, 李鹏辉a, 曾祥慧a, 尹本林a, 谢彦a, 卿晨b, 张洪彬a   

  1. a 云南大学化学科学与工程学院 自然资源药物化学教育部重点实验室 昆明 650091;
    b 昆明医科大学 云南省自然资源药理重点实验室 昆明 650031
  • 收稿日期:2013-09-23 修回日期:2013-12-05 出版日期:2014-04-25 发布日期:2013-12-13
  • 通讯作者: 陈静波,卿晨,张洪彬 E-mail:zhanghb@ynu.edu.cn
  • 基金资助:
    国家自然科学基金(Nos. 21062029,20925205)、云南省自然科学基金(Nos. 2009CD007,2010GA014)及国家基础研究(973项目,No. 2009CB522300)资助项目.

Synthesis and Anticancer Activities of C-13 Etheral Gibberellin Derivatives

Chen Jingboa, Sun Zhuxiana, Zhang Yanlib, Chen Jingchaoa, Li Penghuia, Zeng Xianghuia, Yin Benlina, Xie Yana, Qing Chenb, Zhang Hongbin a   

  1. a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091;
    b Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming 650031
  • Received:2013-09-23 Revised:2013-12-05 Online:2014-04-25 Published:2013-12-13
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21062029, 20925205), the Natural Science Foundation of Yunan Province (Nos. 2009CD007, 2010GA014) and the National Basic Research Program of China (973 Program, No. 2009CB522300).

设计并合成了系列C-13位为醚结构且在A环和D环有两个αβ-不饱和酮结构的赤霉素衍生物. 采用噻唑蓝(MTT)法评价了其对人肺腺癌细胞(A549)、人肝癌细胞(HepG2)、人胃癌细胞(MKN28)以及结肠癌细胞(HT29)的体外生长抑制作用,结果表明:此类化合物都有较强的体外抗肿瘤活性,其中化合物27的活性最强(对人胃癌细胞MKN28的IC50=0.21 μmol·L-1),优于阳性对照药物顺铂(DDP).

关键词: 赤霉素, 醚, α,β-不饱和酮, 抗肿瘤

C-13 ethereal gibberellin derivatives bearing two α,β-unsaturated ketones in A and D rings have been designed and synthesized. In vitro studies demonstrated that a number of the C-13 ethereal gibberellin derivatives showed strong anticancer activities in thiazolylblue (MTT) assay towards four human cancer cell lines including HT29, A-549, HepG2 and MKN28. Compound 27 was found to be the most potent compound (IC50=0.21 μmol·L-1 against MKN28) and more active than the positive control (DDP).

Key words: gibberellin, ether, α,β-unsaturated ketone, anticancer