Bioorganic & medicinal chemistry letters

Miraziridine A: natures blueprint towards protease class-spanning inhibitors

N Schaschke

Index: Schaschke, Norbert Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 4 p. 855 - 857

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Citation Number: 34

Abstract

The natural product miraziridine A isolated from the marine sponge Theonella aff. mirabilis unifies within one molecule three structurally privileged elements:(i)(2R, 3R)-aziridine-2, 3- dicarboxylic acid,(ii)(3S, 4S)-4-amino-3-hydroxy-6-methylheptanoic acid (statine), and (iii)(E)- (S)-4-amino-7-guanidino-hept-2-enoic acid (vinylogous arginine). The alignment of them realized in the tetrapetide allows for a simultaneous inhibition of the proteolytic activity of ...