Novel constrained CCK-B dipeptoid antagonists derived from pipecolic acid

doi:10.1016/S0960-894X(98)00231-5

Bioorganic & Medicinal Chemistry Letters

Volume 8, Issue 11, 2 June 1998, Pages 1419-1424

https://doi.org/10.1016/S0960-894X(98)00231-5 Get rights and content

Abstract

A new series of 4-substituted pipecolic acid derivatives was prepared and incorporated into dipeptoids. The resulting products behave as moderately potent CCK-B antagonists but their constrained structure and its comparison with structurally related compounds yield valuable information about the conformational requirements for optimal recognition of the CCK-B receptor by antagonists.

Enantiomerically pure pipecolic acid derivatives were prepared and introduced in constrained dipeptoids instead of their proline equivalents. This led to new CCK-B antagonists. Structural analyses performed on both series provided information about the bioactive conformation of the dipeptoids.

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Novel constrained CCK-B dipeptoid antagonists derived from pipecolic acid

Abstract

Peptides

Biochem. Biophys. Res. Commun.

Pharmacol. Biochem. Behav.

Tetrahedron

Bioorg. Med. Chem. Lett.

J. Bioorg. Med. Chem. Lett.

Bioorg. Med. Chem. Lett.

Clin. Exp. Pharm. Pharmacol.