Literature DB >> 18291645

Discovery of azetidinone acids as conformationally-constrained dual PPARalpha/gamma agonists.

Wei Wang1, Pratik Devasthale, Dennis Farrelly, Liqun Gu, Thomas Harrity, Michael Cap, Cuixia Chu, Lori Kunselman, Nathan Morgan, Randy Ponticiello, Rachel Zebo, Litao Zhang, Kenneth Locke, Jonathan Lippy, Kevin O'Malley, Vinayak Hosagrahara, Lisa Zhang, Pathanjali Kadiyala, Chiehying Chang, Jodi Muckelbauer, Arthur M Doweyko, Robert Zahler, Denis Ryono, Narayanan Hariharan, Peter T W Cheng.   

Abstract

A novel class of azetidinone acid-derived dual PPARalpha/gamma agonists has been synthesized for the treatment of diabetes and dyslipidemia. The preferred stereochemistry in this series for binding and functional agonist activity against both PPARalpha and PPARgamma receptors was shown to be 3S,4S. Synthesis, in vitro and in vivo activities of compounds in this series are described. A high-yielding method for N-arylation of azetidinone esters is also described.

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Year:  2008        PMID: 18291645     DOI: 10.1016/j.bmcl.2008.01.126

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  6 in total

1.  Copper-Mediated C-N Coupling of Arylsilanes with Nitrogen Nucleophiles.

Authors:  Johannes Morstein; Eric D Kalkman; Christian Bold; Chen Cheng; John F Hartwig
Journal:  Org Lett       Date:  2016-09-30       Impact factor: 6.005

2.  Correction to "Copper-Mediated C-N Coupling of Arylsilanes with Nitrogen Nucleophiles".

Authors:  Johannes Morstein; Eric D Kalkman; Christian Bold; Chen Cheng; John F Hartwig
Journal:  Org Lett       Date:  2016-11-11       Impact factor: 6.072

3.  Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds.

Authors:  Carolin Fischer; Burkhard Koenig
Journal:  Beilstein J Org Chem       Date:  2011-01-14       Impact factor: 2.883

4.  Structural basis for PPAR partial or full activation revealed by a novel ligand binding mode.

Authors:  Davide Capelli; Carmen Cerchia; Roberta Montanari; Fulvio Loiodice; Paolo Tortorella; Antonio Laghezza; Laura Cervoni; Giorgio Pochetti; Antonio Lavecchia
Journal:  Sci Rep       Date:  2016-10-06       Impact factor: 4.379

5.  Synthesis of New β-Lactams Bearing the Biologically Important Morpholine Ring and POM Analyses of Their Antimicrobial and Antimalarial Activities.

Authors:  Aliasghar Jarrahpour; Roghayeh Heiran; Véronique Sinou; Christine Latour; Lamia Djouhri Bouktab; Jean Michel Brunel; Javed Sheikh; Taibi Ben Hadda
Journal:  Iran J Pharm Res       Date:  2019       Impact factor: 1.696

6.  Development of TsDPEN based imine-containing ligands for the copper-catalysed asymmetric Kinugasa reaction.

Authors:  Chuanlong Xu; Yuchen Yang; Yue Wu; Feilong He; Huakang He; Ping Deng; Hui Zhou
Journal:  RSC Adv       Date:  2020-05-12       Impact factor: 4.036

  6 in total

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