Synthesis of novel keto-ACE analogues as domain-selective angiotensin I-converting enzyme inhibitors

AT Nchinda, K Chibale, P Redelinghuys…

Index: Nchinda, Aloysius T.; Chibale, Kelly; Redelinghuys, Pierre; Sturrock, Edward D. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 17 p. 4612 - 4615

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Citation Number: 25

Abstract

Novel analogues of the angiotensin I-converting enzyme (ACE) inhibitor keto-ACE were synthesized via a facile Horner–Emmons olefination of a phosphonoketone precursor with ethyl glyoxylate. Introduction of a bulky aromatic tryptophan at the P2′ position of keto-ACE resulted in a significant increase in C-domain-selectivity.