Conformationally Restricted Peptide Mimetics by Ring-Closing Olefin Metathesis

Abstract

Elegant chemical methodology restricting the backbone flexibility of biologically active peptides has attracted growing interest. A practical synthetic strategy is presented to access ten-membered lactam peptide mimetics. Employing a ring-closing olefin metathesis as the key reaction step, the cyclic olefin moiety was obtained with cis configuration. Conformational investigations were performed with two model peptides.

Key words

peptide mimetics - cyclic olefins - ring-closing metathesis - conformational investigations - medicinal chemistry

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