| Design, synthesis, and structure-activity relationships of piperidine and dehydropiperidine carboxylic acids as novel, potent dual PPARalpha/gamma agonists. | |
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MedLine Citation:
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PMID: 18511276 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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Xiang-Yang Ye; Yi-Xin Li; Dennis Farrelly; Neil Flynn; Liqun Gu; Kenneth T Locke; Jonathan Lippy; Kevin O'Malley; Celeste Twamley; Litao Zhang; Denis E Ryono; Robert Zahler; Narayanan Hariharan; Peter T W Cheng |
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Publication Detail:
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Type: Journal Article Date: 2008-05-06 |
Journal Detail:
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Title: Bioorganic & medicinal chemistry letters Volume: 18 ISSN: 1464-3405 ISO Abbreviation: Bioorg. Med. Chem. Lett. Publication Date: 2008 Jun |
Date Detail:
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Created Date: 2008-06-10 Completed Date: 2008-08-25 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9107377 Medline TA: Bioorg Med Chem Lett Country: England |
Other Details:
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Languages: eng Pagination: 3545-50 Citation Subset: IM |
Affiliation:
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Metabolic Diseases Chemistry, Bristol-Myers Squibb R&D, PO Box 5400, Princeton, NJ 08543-5400, USA. xiang-yang.ye@bms.com |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Binding, Competitive
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drug effects Carboxylic Acids* / chemical synthesis, chemistry, pharmacology Dose-Response Relationship, Drug Drug Design Humans Inhibitory Concentration 50 Molecular Structure PPAR alpha / agonists* PPAR gamma / agonists* Piperidines* / chemical synthesis, chemistry, pharmacology Stereoisomerism Structure-Activity Relationship |
| Chemical | |
Reg. No./Substance:
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0/Carboxylic Acids; 0/PPAR alpha; 0/PPAR gamma; 0/Piperidines |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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