Showing papers by "Robert M. DiPardo published in 1986"

Design of potent, orally effective, nonpeptidal antagonists of the peptide hormone cholecystokinin

Abstract: We describe the design and synthesis of nonpeptidal antagonists of the peptide hormone cholecystokinin. Several of these compounds have high specificity and nanomolar binding affinity and are active after oral administration. To our knowledge, the design of such agents has not previously been accomplished for any peptide hormone. The structural similarities between these synthetic compounds and the anxiolytic 1,4-benzodiazepines are noted, and the potential of this structural feature for future design of ligands for other peptide hormone receptors is discussed.

Cholecystokinin antagonists. Synthesis of asperlicin analogues with improved potency and water solubility.

Abstract: Seventeen analogues of the selective, competitive cholecystokinin (CCK) antagonist asperlicin 1 were prepared. These compounds were tested as inhibitors of the binding of [125I]CCK to rat pancreas and guinea pig brain receptors. Compounds 4, 7, and 8 were more potent than asperlicin on the pancreatic CCK receptor. One analogue, 17, displayed potency equivalent to asperlicin on the pancreas CCK receptor and showed a marked improvement in aqueous solubility, thereby facilitating the use of this class of CCK antagonists in physiological and pharmacological studies.

Differentially protected .alpha.-aminoglycine

Abstract: Synthese des (amino N-benzyloxycarbonyl) et (amino N-t-butoxycarbonyl) glycines. Application a la synthese de dipeptides