β-Strand mimicking macrocyclic amino acids: templates for protease inhibitors with antiviral activity

…, LK Pattenden, RC Reid, DP Tyssen…

Index: Glenn, Matthew P.; Pattenden, Leonard K.; Reid, Robert C.; Tyssen, David P.; Tyndall, Joel D. A.; Birch, Christopher J.; Fairlie, David P. Journal of Medicinal Chemistry, 2002 , vol. 45, # 2 p. 371 - 381

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Citation Number: 66

Abstract

New amino acids are reported in which component macrocycles are constrained to mimic tripeptides locked in a β-strand conformation. The novel amino acids involve macrocycles functionalized with both an N-and a C-terminus enabling addition of appendages at either end to modify receptor affinity, selectivity, or membrane permeability. We show that the cycles herein are effective templates within inhibitors of HIV-1 protease. Eleven ...