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Synthesis of epigallocatechin trimer, (epigallocatechin)2-epicatechin, and (epigallocatechin)2-catechin via a Lewis acid mediated one-pot condensation and their antitumor activities in prostate cancer cells
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-17 , DOI: 10.1016/j.tet.2018.04.089
Mikihiro Ichikawa , Shinya Yamamoto , Chisato Ishihara , Shuhei Nonobe , Yasunao Hattori , Koji Umezawa , Hiroshi Fujii , Hidefumi Makabe

Syntheses of epigallocatechin trimer, (epigallocatechin)2-epicatechin and (epigallocatechin)2-catechin were achieved. The key condensation to form the proanthocyanidin trimer derivatives was accomplished in a one-pot procedure using a dimeric epigallocatechin electrophile, which was prepared in situ by self-condensation of an epigallocatechin derivative, and an epigallocatechin, epicatechin, or catechin derivative as the nucleophile in the presence of a Lewis acid. The epigallocatechin monomer to trimer compounds containing a pyrogallol group significantly suppressed cell proliferation in PC-3 prostate cancer cells.



中文翻译:

路易斯酸介导的一锅缩合反应合成表没食子儿茶素三聚体,(表没食子儿茶素)2-表儿茶素和(表没食子儿茶素)2-儿茶素及其在前列腺癌细胞中的抗肿瘤活性

合成了表没食子儿茶素三聚体,(表没食子儿茶素)2-表儿茶素和(表没食子儿茶素)2-儿茶素。形成原花青素三聚体衍生物的关键缩合反应是通过一锅法完成的,该方法使用了二聚表没食子儿茶素亲电体,该亲电体是通过自缩合表没食子儿茶素衍生物和表没食子儿茶素,表儿茶素或儿茶素衍生物作为亲核试剂原位制备的。路易斯酸的存在。含有邻苯三酚基团的三聚体的表没食子儿茶素单体显着抑制了PC-3前列腺癌细胞中的细胞增殖。

更新日期:2018-05-17
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