Spiro(indoline-3,4'-piperidine) growth hormone secretagogues as ghrelin mimetics

Bioorg Med Chem Lett. 2001 Jul 23;11(14):1955-7. doi: 10.1016/s0960-894x(01)00324-9.

B L Palucki ¹, S D Feighner, S Pong, K K McKee, D L Hreniuk, C Tan, A D Howard, L H Van der Ploeg, A A Patchett, R P Nargund

Affiliations

Affiliation

1 Department of Medicinal Chemistry, Merck Research Laboratories, 07065, Rahway, NJ, USA. [email protected]

PMID: 11459669 DOI: 10.1016/s0960-894x(01)00324-9

Abstract

A series of small molecules derived from MK-0677, a potent synthetic GHS, mimicking the N-terminal Gly-Ser-O-(n-octanoyl)-L-Ser-Phe segment of ghrelin was synthesized and tested in a binding and in a functional assay measuring intracellular calcium elevation in HEK-293 cells expressing hGHSR1a. Replacement of Phe in this tetrapeptide with a spiro(indoline-3,4'-piperidine) group, Gly-Ser with 2-aminoisobutyric acid, and O-(n-octanoyl)-L-Ser with O-benzyl-D-Ser provided synthetic GHS agonists with similar functional potency as ghrelin.

Name
Email *

	Sorry, but the email address you supplied was invalid.