Nipecotic and iso-nipecotic amides as potent and selective somatostatin subtype-2 receptor agonists

• Published in: Bioorganic & medicinal chemistry letters Vol. 11; no. 3; pp. 415 - 417
• Main Authors: CHANGYOU ZHOU, LIANGQIN GUO, KANG CHENG, SCHAEFFER, James M, PATCHETT, Arthur A, LIHU YANG, MORRIELLO, Greg, PASTERNAK, Alex, PAN, Yanping, ROHRER, Susan P, BIRZIN, Elizebeth T, HUSKEY, Su-Er Wu, JACKS, Tom, SCHLEIM, Klaus D
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier 12.02.2001
• Subjects: Animals; Biological and medical sciences; Combinatorial Chemistry Techniques; Humans; Isomerism; Medical sciences; Neuropharmacology; Neurotransmitters. Neurotransmission. Receptors; Nipecotic Acids - chemical synthesis; Nipecotic Acids - metabolism; Oligopeptides - chemical synthesis; Oligopeptides - metabolism; Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems; Pharmacology. Drug treatments; Protein Binding; Receptors, Somatostatin - agonists; Receptors, Somatostatin - metabolism; Structure-Activity Relationship; Agonist; Peptide library; Peptides; Structure activity relation; Dipeptides; Peptidergic receptor; Peptide synthesis; Selectivity; Solid phase; Somatostatin; Chemical synthesis; In vitro
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/s0960-894x(00)00687-9

N-Substituted nipecotic and iso-nipecotic amides of beta-methylTrpLys tert-butyl ester were found to be novel, selective and potent agonists of the somatostatin subtype-2 receptor in vitro. For example iso-nipecotic amide 8a showed high hsst2 binding affinity (Ki = 0.5 nM) and good selectivity (h5/h2 = 832).