Biological and Pharmaceutical Bulletin
Online ISSN : 1347-5215
Print ISSN : 0918-6158
ISSN-L : 0918-6158
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Development of Irreversible Inactivators of Spermine Oxidase and N1-Acetylpolyamine Oxidase
Shun-suke MoriyaToshiyuki MiuraKoichi TakaoYoshiaki SugitaKeijiro Samejima Kyoko HiramatsuMasao Kawakita
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2014 Volume 37 Issue 3 Pages 475-480

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Abstract

Three functional groups (2-propenyl, 2-propynyl, and 2,3-butadienyl) were introduced onto one of the terminal amino groups of spermidine. Of the six compounds synthesized, N-(3-aminopropyl)-N′-2,3-butadienyl-1,4-butanediamine (N8-butadienyl Spd) and N-[3-(2,3-butadienylamino)propyl]-1,4-butanediamine (N1-butadienyl Spd) irreversibly inactivated human spermine oxidase (SMO) and N1-acetylpolyamine oxidase (APAO). Interestingly, N8-butadienyl Spd inactivated SMO far more potently than N,N′-di-2,3-butadienyl-1,4-butanediamine (MDL 72527).

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© 2014 The Pharmaceutical Society of Japan
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