Structure-Activity Relationship and Crystallographic Studies on 4-Hydroxypyrimidine HIF Prolyl Hydroxylase Domain Inhibitors.


Journal

ChemMedChem
ISSN: 1860-7187
Titre abrégé: ChemMedChem
Pays: Germany
ID NLM: 101259013

Informations de publication

Date de publication:
05 02 2020
Historique:
received: 30 09 2019
revised: 08 11 2019
pubmed: 22 11 2019
medline: 9 2 2021
entrez: 22 11 2019
Statut: ppublish

Résumé

The 2-oxoglutarate-dependent hypoxia inducible factor prolyl hydroxylases (PHDs) are targets for treatment of a variety of diseases including anaemia. One PHD inhibitor is approved for use for the treatment of renal anaemia and others are in late stage clinical trials. The number of reported templates for PHD inhibition is limited. We report structure-activity relationship and crystallographic studies on a promising class of 4-hydroxypyrimidine-containing PHD inhibitors.

Identifiants

pubmed: 31751494
doi: 10.1002/cmdc.201900557
pmc: PMC7496690
doi:

Substances chimiques

Prolyl-Hydroxylase Inhibitors 0
Pyrimidinones 0
4-hydroxypyrimidine 4562-27-0
EGLN1 protein, human EC 1.14.11.2
Hypoxia-Inducible Factor-Proline Dioxygenases EC 1.14.11.29

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

270-273

Subventions

Organisme : British Heart Foundation
ID : PG/12/33/29546
Pays : United Kingdom
Organisme : British Heart Foundation
ID : RG/11/1/28684
Pays : United Kingdom
Organisme : Cancer Research UK
Pays : United Kingdom
Organisme : Biotechnology and Biological Sciences Research Council
Pays : United Kingdom

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Références

Nat Rev Nephrol. 2016 Mar;12(3):157-68
pubmed: 26656456
J Med Chem. 2016 Dec 22;59(24):11039-11049
pubmed: 28002958
Chemistry. 2019 Feb 6;25(8):2019-2024
pubmed: 30427558
Bioorg Med Chem. 2019 Jun 15;27(12):2405-2412
pubmed: 30737136
Drugs. 2019 Apr;79(5):563-572
pubmed: 30805897
ChemMedChem. 2020 Feb 5;15(3):270-273
pubmed: 31751494
J Pharmacol Exp Ther. 2017 Dec;363(3):336-347
pubmed: 28928122
N Engl J Med. 2019 Sep 12;381(11):1001-1010
pubmed: 31340089
Biochemistry. 2015 Oct 6;54(39):6093-105
pubmed: 26368022
Chem Sci. 2017 Nov 1;8(11):7651-7668
pubmed: 29435217
Structure. 2009 Jul 15;17(7):981-9
pubmed: 19604478
Medchemcomm. 2019 Mar 1;10(4):500-504
pubmed: 31057728
Curr Opin Cell Biol. 2001 Apr;13(2):167-71
pubmed: 11248550
Mol Cell. 2008 May 23;30(4):393-402
pubmed: 18498744
Mol Aspects Med. 2016 Feb-Mar;47-48:54-75
pubmed: 26791432
Structure. 2015 Apr 7;23(4):639-52
pubmed: 25728928
Expert Opin Ther Pat. 2010 Sep;20(9):1219-45
pubmed: 20698812
Chem Soc Rev. 2011 Aug;40(8):4364-97
pubmed: 21390379
Nat Rev Mol Cell Biol. 2004 May;5(5):343-54
pubmed: 15122348
Chem Commun (Camb). 2018 Mar 28;54(25):3130-3133
pubmed: 29522057
Genes Dev. 2003 Nov 1;17(21):2614-23
pubmed: 14597660
ChemMedChem. 2016 Apr 19;11(8):773-86
pubmed: 26997519
Nat Commun. 2016 Aug 26;7:12673
pubmed: 27561929
Nature. 2006 May 25;441(7092):437-43
pubmed: 16724055

Auteurs

James P Holt-Martyn (JP)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Rasheduzzaman Chowdhury (R)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Anthony Tumber (A)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Tzu-Lan Yeh (TL)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Martine I Abboud (MI)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Kerstin Lippl (K)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Christopher T Lohans (CT)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Gareth W Langley (GW)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

William Figg (W)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Michael A McDonough (MA)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Christopher W Pugh (CW)

NDM Research Building, University of Oxford, Oxford, OX3 7FZ, UK.

Peter J Ratcliffe (PJ)

NDM Research Building, University of Oxford, Oxford, OX3 7FZ, UK.
The Francis Crick Institute, London, NW1 1AT, UK.

Christopher J Schofield (CJ)

Department of Chemistry, University of Oxford Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.

Articles similaires

[Redispensing of expensive oral anticancer medicines: a practical application].

Lisanne N van Merendonk, Kübra Akgöl, Bastiaan Nuijen
1.00
Humans Antineoplastic Agents Administration, Oral Drug Costs Counterfeit Drugs

Smoking Cessation and Incident Cardiovascular Disease.

Jun Hwan Cho, Seung Yong Shin, Hoseob Kim et al.
1.00
Humans Male Smoking Cessation Cardiovascular Diseases Female
Humans United States Aged Cross-Sectional Studies Medicare Part C
1.00
Humans Yoga Low Back Pain Female Male

Classifications MeSH