Synthesis of macrocyclic, potential protease inhibitors using a generic scaffold

…, RFW Jackson, AB McElroy, J Overington…

Index: Dumez, Estelle; Snaith, John S.; Jackson, Richard F. W.; McElroy, Andrew B.; Overington, John; Wythes, Martin J.; Withka, Jane M.; McLellan, Thomas J. Journal of Organic Chemistry, 2002 , vol. 67, # 14 p. 4882 - 4892

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Citation Number: 35

Abstract

A generic macrocyclic peptide structure 2 was designed as a potential inhibitor of a range of proteinases, by using as a basis for the design the known structures of a series of enzyme- inhibitor complexes. The macrocyclic nature of the target 2 was chosen so as to reduce the entropic advantage in the hydrolytic enzymatic step, and thereby to inhibit the function of the enzyme. The nature of the linking group was identified as a benzoxazole by molecular ...