Ring??Closing Metathesis in the Synthesis of Biologically Active Peptidomimetics of Apicidin A

PH Deshmukh, C Schulz??Fademrecht…

Index: Deshmukh, Prashant H.; Schulz-Fademrecht, Carsten; Procopiou, Panayiotis A.; Vigushin, David A.; Coombes, R. Charles; Barrett, Anthony G. M. Advanced Synthesis and Catalysis, 2007 , vol. 349, # 1-2 p. 175 - 183

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Citation Number: 14

Abstract

Abstract Syntheses of novel 16-membered macrocyclic peptidomimetics are reported, which employ iterative peptide coupling followed by high yielding ring-closing metathesis (RCM) as the key cyclization step. The target macrocyclic compounds include examples containing a (2S)-amino-8-oxodecanoic acid (Aoda) residue as analogues of apicidin A, a known potent histone deacetylase (HDAC) inhibitor. These showed modest levels of biological ...