Design, synthesis, and structure-activity relationships of piperidine and dehydropiperidine carboxylic acids as novel, potent dual PPARalpha/gamma agonists

Autor:	Kenneth T. Locke, Jonathan Lippy, Dennis Farrelly, Neil Flynn, Narayanan Hariharan, Liqun Gu, Yi-Xin Li, Celeste Twamley, Robert Zahler, Xiang-Yang Ye, Kevin O’Malley, Litao Zhang, Denis E. Ryono, Peter T. W. Cheng
Rok vydání:	2008
Předmět:	Agonist Double bond medicine.drug_class Stereochemistry Carboxylic acid Clinical Biochemistry Carboxylic Acids Pharmaceutical Science Ether Biochemistry Chemical synthesis Binding Competitive chemistry.chemical_compound Inhibitory Concentration 50 Structure-Activity Relationship Piperidines Drug Discovery medicine Humans PPAR alpha Molecular Biology chemistry.chemical_classification Dose-Response Relationship Drug Molecular Structure Organic Chemistry Stereoisomerism In vitro PPAR gamma chemistry Drug Design Molecular Medicine Piperidine Two-dimensional nuclear magnetic resonance spectroscopy
Zdroj:	Bioorganicmedicinal chemistry letters. 18(12)
ISSN:	1464-3405
Popis:	Several series of substituted dehydropiperidine and piperidine-4-carboxylic acid analogs have been designed and synthesized as novel, potent dual PPARalpha/gamma agonists. The SAR of these series of analogs is discussed. A rare double bond migration occurred during the basic hydrolysis of the alpha,beta-unsaturated dehydropiperidine esters 12, and the structures of the migration products were confirmed through a series of 2D NMR experiments.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a7aaf180f17b71778a20b2e67cb5270e https://pubmed.ncbi.nlm.nih.gov/18511276 Zobrazit plný text záznamu Full Text from ScienceDirect