新型吡咯类氨基酸缀合物的合成与抗肿瘤活性测定有机化学.pdfVIP

DOI: 10.6023/cjoc201407016 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 新型吡咯类氨基酸缀合物的合成与抗肿瘤活性测定 李衍忠 赵 萍 詹晓平 刘增路 毛振民* (上海交通大学药学院 上海 200240) 摘要 以苯甲醛或3,4-二甲氧基苯甲醛为原料经 Wittig-Horner 反应、Van Leusen 吡咯合成法、水解等多步反应, 设计 并合成了 16 个未见文献报道的吡咯类氨基酸缀合物 7a～7p. 其结构经 1H NMR, 13C NMR 及 HRMS 确证. 采用噻唑蓝 (MTT)法测试了目标化合物对 MCF-7, MGC80-3, Hep G2, CT-26 及 HUVEC 细胞的增殖抑制作用. 结果表明, 几乎所有 化合物对人体正常细胞 HUVEC 无明显抑制作用, 化合物 7a～7h 对 Hep G2 细胞株有一定的抑制活性, 化合物 7i～7p 对 MCF-7 及 MGC80-3 较强的抑制活性. 其中化合物 7o～7p 对 MCF-7 细胞株的抑制活性最强. 关键词 吡咯; 氨基酸; 合成; 抗肿瘤活性 Synthesis and Cytotoxic Activities of Novel Amino Acid-Conjugates of Pyrrole Derivatives Li, Yanzhong Zhao, Ping Zhan, Xiaoping Liu, Zenglu Mao, Zhenmin* (School of Pharmacy, Shanghai Jiaotong University, Shanghai 200240) Abstract Sixteen novel amino acid-conjugates of pyrrole derivatives 7a～7p were designed and synthesized using benzal- dehyde or 3,4-dimethoxybenzaldehyde as raw materials. The compounds were synthesized via multi-step reaction including Wittig-Horner, Van Leusen and hydrolysis. The structures of all the target compounds were characterized by 1H NMR, 13C NMR and HRMS. Moreover, the cell proliferation inhibiting activities of the target compounds were evaluated against MCF-7, MGC80-3, Hep G2, CT-26 and HUVEC cell lines by thiazolyl blue tetrazolium bromide (MTT) method. The result indicated that most of the compounds had no significant inhibitory effect against normal human cell HUVEC. However compounds 7