Total synthesis of miraziridine A and identification of its major reaction site for cathepsin B

…, K Kubo, H Makabe, E Toshiro, N Hinoda, K Nosaka…

Index: Konno, Hiroyuki; Kubo, Kanako; Makabe, Hidefumi; Toshiro, Emi; Hinoda, Naoyuki; Nosaka, Kazuto; Akaji, Kenichi Tetrahedron, 2007 , vol. 63, # 38 p. 9502 - 9513

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Citation Number: 21

Abstract

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, ...