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ID: ALA1147491

Journal: Bioorg Med Chem Lett

Title: Complestatin synthetic studies; the effect of the amino acid configuration on peptide backbone conformation in the common western BCD macrocycle.

Authors: Smith AB, Chruma JJ, Han Q, Barbosa J.

Abstract: The synthesis and structural analysis, involving X-ray crystallographic, nuclear magnetic resonance, and computational studies of four diastereomers of the common western BCD diarylether macrocycle of the complestatins, a family of HIV entry inhibitors, has been achieved exploiting a ruthenium-promoted intramolecular S(N)Ar reaction. The stereogenicity of the individual phenylglycines (residues C and D) results in remarkable effects on the backbone conformation.

CiteXplore: 15026053

DOI: 10.1016/j.bmcl.2004.01.056