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

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

  • Bioorg Med Chem Lett. 2008 Jun 15;18(12):3545-50. doi: 10.1016/j.bmcl.2008.05.014.
Xiang-Yang Ye 1,  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
Affiliations

Affiliation

  • 1 Metabolic Diseases Chemistry, Bristol-Myers Squibb R&D, PO Box 5400, Princeton, NJ 08543-5400, USA. xiang-yang.ye@bms.com
PMID: 18511276 DOI: 10.1016/j.bmcl.2008.05.014
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.

Figures