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

Abstract
Seventeen analogues of the selective, competitive cholecystokinin (CCK) antagonist asperilicin 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.

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