Heterodimeric Analogues of the Potent Y1R Antagonist 1229U91, Lacking One of the Pharmacophoric C-Terminal Structures, Retain Potent Y1R Affinity and Show Improved Selectivity over Y4R

Rachel R. Richardson, Marleen Groenen, Mengjie Liu, Simon J. Mountford, Stephen J. Briddon, Nicholas D. Holliday, Philip E. Thompson

Research output: Contribution to journalArticleResearchpeer-review

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Abstract

The cyclic dimeric peptide 1229U91 (GR231118) has an unusual structure and displays potent, insurmountable antagonism of the Y1 receptor. To probe the structural basis for this activity, we have prepared ring size variants and heterodimeric compounds, identifying the specific residues underpinning the mechanism of 1229U91 binding. The homodimeric structure was shown to be dispensible, with analogues lacking key pharmacophoric residues in one dimer arm retaining high antagonist affinity. Compounds 11d-h also showed enhanced Y1R selectivity over Y4R compared to 1229U91.

Original languageEnglish
Pages (from-to)5274-5286
Number of pages13
JournalJournal of Medicinal Chemistry
Volume63
Issue number10
DOIs
Publication statusPublished - 28 May 2020

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