Design, synthesis, and structure-activity relationships of piperidine and dehydropiperidine carboxylic acids as novel, potent dual PPARalpha/gamma agonists |
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Authors: | Ye Xiang-Yang Li Yi-Xin Farrelly Dennis Flynn Neil Gu Liqun Locke Kenneth T Lippy Jonathan O'Malley Kevin Twamley Celeste Zhang Litao Ryono Denis E Zahler Robert Hariharan Narayanan Cheng Peter T W |
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Affiliation: | Metabolic Diseases Chemistry, Bristol-Myers Squibb R&D, PO Box 5400, Princeton, NJ 08543-5400, USA. xiang-yang.ye@bms.com |
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Abstract: | 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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