2-NAP - A SELECTIVE, HYDROPHILIC, NONPEPTIDE CCKA-RECEPTOR ANTAGONISTDERIVED FROM THE CHOLECYSTOKININ C-TERMINAL DIPEPTIDE

Authors
MCDONALD IM BODKIN MJ BROUGHTON HB DUNSTONE DJ KALINDJIAN SB LOW CMR
Citation
Im. Mcdonald et al., 2-NAP - A SELECTIVE, HYDROPHILIC, NONPEPTIDE CCKA-RECEPTOR ANTAGONISTDERIVED FROM THE CHOLECYSTOKININ C-TERMINAL DIPEPTIDE, Bioorganic & medicinal chemistry letters, 3(8), 1993, pp. 1511-1516
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
8
Year of publication
1993
Pages
1511 - 1516
Database
ISI
SICI code
0960-894X(1993)3:8<1511:2-ASHN>2.0.ZU;2-D
Abstract
Analogues of the cholecystokinin (CCK) C-terminal dipeptide (32-33, As p-Phe-NH2) have been prepared and the structure-activity relationships of this series are described. The sodium salt of 2-naphthalenesulphon yl L-aspartyl (2-phenethyl)amide, (2-NAP), displayed high affinity for CCK(A) receptors by its antagonism of CCK8-stimulated guinea-pig gall bladder contraction. In addition, 2-NAP exhibits selectivity with resp ect to gastrin/CCK(B) receptors (>300-fold) and has a low log P (-0.91 , chloroform/buffer).