Conformationally constrained renin inhibitory peptides: cyclic (3-1)-1-(carboxymethyl)-L-prolyl-L-phenylalanyl-L-histidinamide as a conformational restriction at the P2- …

S Thaisrivongs, JR Blinn, DT Pals…

Index: Thaisrivongs, Suvit; Blinn, James R.; Pals, Donald T.; Turner, Steve R. Journal of Medicinal Chemistry, 1991 , vol. 34, # 4 p. 1276 - 1282

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Citation Number: 20

Abstract

Interest in conformationally constrained peptides as potential inhibitors of renin led us to examine an N-terminal cycle of linear renin inhibitory peptides. A cyclic structure was prepared by joining the N-terminal proline at the P4 site to the imidazole ring of histidine at the Pz site via a carboxymethylene fragment. An efficient synthetic route to this 14- membered macrocycle was developed and this N-terminal cyclic tripeptide could be ...