Nonpeptide RGD antagonists: a novel class of mimetics, the 5,8-disubstituted 1-azabicyclo[5.2.0]nonan-2-one lactam

Erika Bourguet¹, Jean-Louis Banères, Joseph Parello

¹Laboratoire de Chimie Biomoléculaire et Interactions Biologiques, Unité Mixte de Recherche CNRS 5074, Université Montpellier I, Faculté de Pharmacie, 15 Av. C. Flahault, BP 14491, 34093 Montpellier Cedex 5, France.

Bioorganic & Medicinal Chemistry Letters

|April 18, 2003

Abstract:

The 1-azabicyclo[5.2.0]nonan-2-one lactam 1 adequately substituted on both cycles A and B as scaffolds mimics the conformationally constrained beta-turn of the tripeptide RGD signaling motif of fibronectin. Using an in vitro assay, we establish that trans diastereoisomer 1b dissociates a soluble fibronectin-integrin alpha(5)beta(1) complex at concentrations comparable to those of a linear RGDS peptide as a competitor.

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Nonpeptide RGD antagonists: a novel class of mimetics, the 5,8-disubstituted 1-azabicyclo[5.2.0]nonan-2-one lactam

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Nonpeptide RGD antagonists: a novel class of mimetics, the 5,8-disubstituted 1-azabicyclo[5.2.0]nonan-2-one lactam

Abstract:

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