Total synthesis of miraziridine A and identification of its major reaction site for cathepsin B
Total synthesis of miraziridine A and identification of its major reaction site for cathepsin B
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DOI：
10.1016/j.tet.2007.06.082
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发表时间：
2007-09-17
期刊：
影响因子：
2.1
通讯作者：
Akaji, Kenichi
中科院分区：
文献类型：
--
作者：
Konno, Hiroyuki;Kubo, Kanako;Akaji, Kenichi
已经实现了从海绵中分离出的五肽衍生物米拉西啶A及其截短类似物的合成。为了构建米拉西啶A的主链，将侧链未保护的插烯精氨酸与通过常规固相程序制备的含氮丙啶的片段缩合。缺乏插烯精氨酸位点的类似物显示出与米拉西啶 A 相当的抑制活性，而缺乏氮丙啶位点的类似物则显示出对组织蛋白酶 B 的显着较弱的抑制活性。 (C) 2007 Elsevier Ltd. 保留所有权利。
The synthesis of miraziridine A, a pentapeptide derivative isolated from marine sponge, and its truncated analogs has been achieved. To construct the backbone of miraziridine A, a side-chain-unprotected vinylogous arginine was condensed with an aziridine-containing fragment prepared by a conventional solid-phase procedure. An analog lacking the vinylogous arginine site showed comparable inhibitory activity with miraziridine A, whereas an analog lacking the aziridine site showed remarkably weak inhibitory activity for cathepsin B. (C) 2007 Elsevier Ltd. All rights reserved.