积雪草酸衍生物的合成与表征及体外抗癌活性的研究

有机化学 ›› 2011, Vol. 31 ›› Issue (05): 646-652. 上一篇下一篇

研究论文

积雪草酸衍生物的合成与表征及体外抗癌活性的研究

赵龙铉*^{,1,2，田明珠¹，金礼吉³，贺兴隆¹，沈平¹，张晓翠¹，杨君微¹}

(¹辽宁师范大学化学化工学院大连 116029)
(²辽宁师范大学生物技术与分子药物研发辽宁省重点实验室大连 116029)
(³大连理工大学环境与生命学院大连 116029)

收稿日期:2010-07-03 修回日期:2010-11-29 发布日期:2010-12-09
通讯作者: 赵龙铉 E-mail:lxzhao@lnnu.edu.cn

Synthesis and Characterization of Derivatives of Asiatic Acid and Primary Study on Anti-cancer Activity

Zhao Longxuan*^{,1,2 Tian Mingzhu¹ Jin Liji³ He Xinglong¹ Shen Ping¹ Zhang Xiaocui¹ Yang Junwei¹}

(¹ School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029)
(² Liaoning Provincial Key Laboratory of Biotechnology and Drug Discov-ery, Liaoning Normal University, Dalian 116029)
(³ School of Environmental & Biological Science & Technology, Dalian University of Technology, Dalian 116029)

Received:2010-07-03 Revised:2010-11-29 Published:2010-12-09
Contact: Zhao LongXuan E-mail:lxzhao@lnnu.edu.cn

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摘要/Abstract

为了寻找新型高效、低毒、生物活性良好的积雪草酸衍生物, 以具有一定生物活性的积雪草酸为先导化合物, 通过对其C-2, C-3, C-11, C-23和C-28位进行结构修饰, 设计合成了9种未见文献报道的积雪草酸衍生物. 目标化合物的结构经¹H NMR, ¹³C NMR, IR和HRMS表征确证. 采用MTT法观察其对人宫颈癌细胞(Hela)、人乳腺癌细胞(MCF-7)的抑制作用. 结果表明, 经修饰的积雪草酸衍生物的抗癌活性较母体化合物有不同程度的增强.

关键词: 积雪草酸, 衍生物, 合成, 表征, 抗癌

In order to develop novel asiatic acid derivatives with high efficiency, low toxicity and good biological activity, we used natural product asiatic acid as the lead compound, which exhibits anti-cancer activity. Nine novel asiatic acid derivatives were designed and synthesized through modification of asiatic acid at C-2, C-3, C-11, C-23 and C-28. Structures of all target compounds were confirmed by ¹H NMR, ¹³C NMR, IR and HRMS techniques. Their in vitro anti-cancer activities towards Hela cell and MCF-7 cell lines were evaluated by a MTT method and the results indicate that the anti-cancer activities of the synthesized asiatic acid derivatives were increased in comparison with asiatic acid.

Key words: asiatic acid, derivative, synthesis, characterization, anti-cancer

引用此文

赵龙铉, 田明珠, 金礼吉, 贺兴隆, 沈平, 张晓翠, 杨君微. 积雪草酸衍生物的合成与表征及体外抗癌活性的研究[J]. 有机化学, 2011, 31(05): 646-652.

ZHAO Long-Xuan, TIAN Ming-Zhu, JIN Li-Ji, HE Xing-Long, SHEN Ping, ZHANG Xiao-Cui, YANG Jun-Wei. Synthesis and Characterization of Derivatives of Asiatic Acid and Primary Study on Anti-cancer Activity[J]. Chin. J. Org. Chem., 2011, 31(05): 646-652.

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积雪草酸衍生物的合成与表征及体外抗癌活性的研究

Synthesis and Characterization of Derivatives of Asiatic Acid and Primary Study on Anti-cancer Activity

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