Literature DB >> 18455394

The discovery of fused pyrrole carboxylic acids as novel, potent D-amino acid oxidase (DAO) inhibitors.

Tim Sparey1, Pravien Abeywickrema, Sarah Almond, Nick Brandon, Noel Byrne, Alister Campbell, Pete H Hutson, Marlene Jacobson, Brian Jones, Sanjeev Munshi, Danette Pascarella, Andrew Pike, G Sridhar Prasad, Nancy Sachs, Melanie Sakatis, Vinod Sardana, Shankar Venkatraman, Mary Beth Young.   

Abstract

The 'NMDA hypofunction hypothesis of schizophrenia' can be tested in a number of ways. DAO is the enzyme primarily responsible for the metabolism of d-serine, a co-agonist for the NMDA receptor. We identified novel DAO inhibitors, in particular, acid 1, which demonstrated moderate potency for DAO in vitro and ex vivo, and raised plasma d-serine levels after dosing ip to rats. In parallel, analogues were prepared to survey the SARs of 1.

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Year:  2008        PMID: 18455394     DOI: 10.1016/j.bmcl.2008.04.020

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


  17 in total

1.  Effect of ligand binding on human D-amino acid oxidase: implications for the development of new drugs for schizophrenia treatment.

Authors:  Laura Caldinelli; Gianluca Molla; Luisa Bracci; Barbara Lelli; Silvia Pileri; Pamela Cappelletti; Silvia Sacchi; Loredano Pollegioni
Journal:  Protein Sci       Date:  2010-08       Impact factor: 6.725

2.  Structural basis for potent inhibition of d-amino acid oxidase by thiophene carboxylic acids.

Authors:  Yusuke Kato; Niyada Hin; Nobuo Maita; Ajit G Thomas; Sumire Kurosawa; Camilo Rojas; Kazuko Yorita; Barbara S Slusher; Kiyoshi Fukui; Takashi Tsukamoto
Journal:  Eur J Med Chem       Date:  2018-09-18       Impact factor: 6.514

3.  Structure-Metabolism Relationships in the Glucuronidation of d-Amino Acid Oxidase Inhibitors.

Authors:  Sarah C Zimmermann; Rana Rais; Jesse Alt; Caitlin Burzynski; Barbara S Slusher; Takashi Tsukamoto
Journal:  ACS Med Chem Lett       Date:  2014-10-21       Impact factor: 4.345

4.  Assessment of the Target Engagement and D-Serine Biomarker Profiles of the D-Amino Acid Oxidase Inhibitors Sodium Benzoate and PGM030756.

Authors:  Eimear Howley; Michael Bestwick; Rosa Fradley; Helen Harrison; Mathew Leveridge; Kengo Okada; Charlotte Fieldhouse; Will Farnaby; Hannah Canning; Andy P Sykes; Kevin Merchant; Katherine Hazel; Catrina Kerr; Natasha Kinsella; Louise Walsh; David G Livermore; Isaac Hoffman; Jonathan Ellery; Phillip Mitchell; Toshal Patel; Mark Carlton; Matt Barnes; David J Miller
Journal:  Neurochem Res       Date:  2017-08-05       Impact factor: 3.996

5.  Involvement of d-amino acid oxidase in cerebral ischaemia induced by transient occlusion of the middle cerebral artery in mice.

Authors:  Hao Liu; Meng-Jing Zhao; Zi-Ying Wang; Qiao-Qiao Han; Hai-Yun Wu; Xiao-Fang Mao; Yong-Xiang Wang
Journal:  Br J Pharmacol       Date:  2019-07-15       Impact factor: 8.739

6.  Synthesis and SAR of 1-hydroxy-1H-benzo[d]imidazol-2(3H)-ones as Inhibitors of D-Amino Acid Oxidase.

Authors:  James F Berry; Dana V Ferraris; Bridget Duvall; Niyada Hin; Rana Rais; Jesse Alt; Ajit G Thomas; Camilo Rojas; Kenji Hashimoto; Barbara S Slusher; Takashi Tsukamoto
Journal:  ACS Med Chem Lett       Date:  2012-09-16       Impact factor: 4.345

7.  The Therapeutic Potential of D-Amino Acid Oxidase (DAAO) Inhibitors.

Authors:  Sean M Smith; Jason M Uslaner; Peter H Hutson
Journal:  Open Med Chem J       Date:  2010-05-27

Review 8.  The neurobiology of D-amino acid oxidase and its involvement in schizophrenia.

Authors:  L Verrall; P W J Burnet; J F Betts; P J Harrison
Journal:  Mol Psychiatry       Date:  2009-09-29       Impact factor: 15.992

9.  Synthesis of kojic acid derivatives as secondary binding site probes of D-amino acid oxidase.

Authors:  Mithun Raje; Niyada Hin; Bridget Duvall; Dana V Ferraris; James F Berry; Ajit G Thomas; Jesse Alt; Camilo Rojas; Barbara S Slusher; Takashi Tsukamoto
Journal:  Bioorg Med Chem Lett       Date:  2013-05-01       Impact factor: 2.823

10.  Validation of tautomeric and protomeric binding modes by free energy calculations. A case study for the structure based optimization of D-amino acid oxidase inhibitors.

Authors:  Zoltán Orgován; György G Ferenczy; Thomas Steinbrecher; Bence Szilágyi; Dávid Bajusz; György M Keserű
Journal:  J Comput Aided Mol Des       Date:  2018-01-15       Impact factor: 3.686

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