Journal of medicinal chemistry

Synthesis and biochemical evaluation of adenosylspermidine, a nucleoside-polyamine adduct inhibitor of spermidine synthase

JR Lakanen, AE Pegg, JK Coward

Index: Lakanen, John R.; Pegg, Anthony E.; Coward, James K. Journal of Medicinal Chemistry, 1995 , vol. 38, # 14 p. 2714 - 2727

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Citation Number: 34

Abstract

The synthesis of a new class of multisubstrate adduct inhibitors of polyamine biosynthesis has been investigated. The first target compound, designed to inhibit spermidine synthase, was obtained and proved to be a very potent inhibitor of that enzyme. Two synthetic routes to effect the coupling of the polyamine spermidine to the nucleoside adenosine were studied. The first route involved a proposed Wittig or Julia olefination reaction to form the critical 5'- ...