Design and synthesis of Leukotriene A4 hydrolase inhibitors to alleviate idiopathic pulmonary fibrosis and acute lung injury

Li, Xiaohe; Xie, Maodun; Lu, Cheng; Mao, Jiahe; Cao, Yuting; Yang, Yuyu; Wei, Yujiao; Liu, Xinhua; Cao, Sheng; Song, Yang; Peng, Junya; Zhou, Yunyun; Jiang, Qiuyan; Lin, Gang; Qin, Shuanglin; Qi, Min; Hou, Min; Liu, Xiang; Zhou, Honggang; Yang, Guang; Yang, Cheng

doi:10.1016/j.ejmech.2020.112614

Design and synthesis of Leukotriene A4 hydrolase inhibitors to alleviate idiopathic pulmonary fibrosis and acute lung injury

Journal Article · Thu Oct 01 00:00:00 EDT 2020 · European Journal of Medicinal Chemistry

DOI:https://doi.org/10.1016/j.ejmech.2020.112614· OSTI ID:2279999

Li, Xiaohe; Xie, Maodun; Lu, Cheng; Mao, Jiahe; ; Yang, Yuyu; Wei, Yujiao; Liu, Xinhua; Cao, Sheng; Song, Yang; Peng, Junya; Zhou, Yunyun; Jiang, Qiuyan; Lin, Gang; Qin, Shuanglin; Qi, Min; Hou, Min; ; Zhou, Honggang; more »

Not Available

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

OSTI ID:: 2279999

Journal Information:: European Journal of Medicinal Chemistry, Journal Name: European Journal of Medicinal Chemistry Journal Issue: C Vol. 203; ISSN 0223-5234

Publisher:: ElsevierCopyright Statement

Country of Publication:: France

Language:: English

References (32)

Elevated concentrations of leukotriene D4 in pulmonary edema fluid of patients with the adult respiratory distress syndrome Matthay, Michael A.; Eschenbacher, William L.; Goetzl, Edward J. Journal of Clinical Immunology, Vol. 4, Issue 6 https://doi.org/10.1007/BF00916578	journal	November 1984
The Cystic Fibrosis Neutrophil: A Specialized Yet Potentially Defective Cell Hayes, Elaine; Pohl, Kerstin; McElvaney, Noel G. Archivum Immunologiae et Therapiae Experimentalis, Vol. 59, Issue 2 https://doi.org/10.1007/s00005-011-0113-6	journal	February 2011
Leukotrienes, LTC and LTB, in bronchoalveolar lavage in bronchial asthma and other respiratory diseases Wardlaw, A.; Hay, H.; Cromwell, O. Journal of Allergy and Clinical Immunology, Vol. 84, Issue 1 https://doi.org/10.1016/0091-6749(89)90173-5	journal	July 1989
The bifunctional enzyme leukotriene-A4 hydrolase is an arginine aminopeptidase of high efficiency and specificity Orning, L.; Gierse, J. K.; Fitzpatrick, F. A. Journal of Biological Chemistry, Vol. 269, Issue 15 https://doi.org/10.1016/S0021-9258(19)78120-4	journal	April 1994
EMPIRE-CF: A phase II randomized placebo-controlled trial of once-daily, oral acebilustat in adult patients with cystic fibrosis – Study design and patient demographics Elborn, J. Stuart; Ahuja, Sanjeev; Springman, Eric Contemporary Clinical Trials, Vol. 72 https://doi.org/10.1016/j.cct.2018.07.014	journal	September 2018
Smad3 is key to TGF-β-mediated epithelial-to-mesenchymal transition, fibrosis, tumor suppression and metastasis Roberts, A.; Tian, F.; Byfield, S. Cytokine & Growth Factor Reviews, Vol. 17, Issue 1-2 https://doi.org/10.1016/j.cytogfr.2005.09.008	journal	February 2006
LTB4 Is a Signal-Relay Molecule during Neutrophil Chemotaxis Afonso, Philippe V.; Janka-Junttila, Mirkka; Lee, Young Jong Developmental Cell, Vol. 22, Issue 5 https://doi.org/10.1016/j.devcel.2012.02.003	journal	May 2012
Synthesis and discovery of a drug candidate for treatment of idiopathic pulmonary fibrosis through inhibition of TGF-β1 pathway Li, Xiaohe; Lu, Cheng; Liu, Shuangwei European Journal of Medicinal Chemistry, Vol. 157 https://doi.org/10.1016/j.ejmech.2018.07.074	journal	September 2018
Drug Repurposing of Histone Deacetylase Inhibitors That Alleviate Neutrophilic Inflammation in Acute Lung Injury and Idiopathic Pulmonary Fibrosis via Inhibiting Leukotriene A4 Hydrolase and Blocking LTB4 Biosynthesis Lu, Weiqiang; Yao, Xue; Ouyang, Ping Journal of Medicinal Chemistry, Vol. 60, Issue 5 https://doi.org/10.1021/acs.jmedchem.6b01507	journal	February 2017
Discovery of Dual Target Inhibitors against Cyclooxygenases and Leukotriene A₄ Hydrolyase Chen, Zheng; Wu, Yiran; Liu, Ying Journal of Medicinal Chemistry, Vol. 54, Issue 10 https://doi.org/10.1021/jm200063s	journal	May 2011
Identification of a Potent, Selective, and Orally Active Leukotriene A₄ Hydrolase Inhibitor with Anti-Inflammatory Activity Grice, Cheryl A.; Tays, Kevin L.; Savall, Brad M. Journal of Medicinal Chemistry, Vol. 51, Issue 14 https://doi.org/10.1021/jm701575k	journal	June 2008
Discovery of Multitarget Inhibitors by Combining Molecular Docking with Common Pharmacophore Matching Wei, Dengguo; Jiang, Xiaolu; Zhou, Lu Journal of Medicinal Chemistry, Vol. 51, Issue 24 https://doi.org/10.1021/jm8010096	journal	December 2008
Discovery of 4-[(2S)-2-{[4-(4-Chlorophenoxy)phenoxy]methyl}-1-pyrrolidinyl]butanoic Acid (DG-051) as a Novel Leukotriene A4 Hydrolase Inhibitor of Leukotriene B4 Biosynthesis Sandanayaka, Vincent; Mamat, Bjorn; Mishra, Rama K. Journal of Medicinal Chemistry, Vol. 53, Issue 2 https://doi.org/10.1021/jm900838g	journal	December 2009
Neutrophils and immunity: challenges and opportunities Nathan, Carl Nature Reviews Immunology, Vol. 6, Issue 3 https://doi.org/10.1038/nri1785	journal	February 2006
Neutrophil recruitment and function in health and inflammation Kolaczkowska, Elzbieta; Kubes, Paul Nature Reviews Immunology, Vol. 13, Issue 3 https://doi.org/10.1038/nri3399	journal	February 2013
Role of neutrophil elastase in LTB₄‐induced neutrophil transmigration in vivo assessed with a specific inhibitor and neutrophil elastase deficient mice Young, R. E.; Voisin, M‐B; Wang, S. British Journal of Pharmacology, Vol. 151, Issue 5 https://doi.org/10.1038/sj.bjp.0707267	journal	July 2007
Idiopathic Pulmonary Fibrosis Lederer, David J.; Martinez, Fernando J. New England Journal of Medicine, Vol. 378, Issue 19 https://doi.org/10.1056/NEJMra1705751	journal	May 2018
Leukotriene A4 Hydrolase/Aminopeptidase, the Gatekeeper of Chemotactic Leukotriene B4 Biosynthesis Haeggström, Jesper Z. Journal of Biological Chemistry, Vol. 279, Issue 49 https://doi.org/10.1074/jbc.R400027200	journal	December 2004
Blocking follistatin-like 1 attenuates bleomycin-induced pulmonary fibrosis in mice Dong, Yingying; Geng, Yan; Li, Lian Journal of Experimental Medicine, Vol. 212, Issue 2 https://doi.org/10.1084/jem.20121878	journal	January 2015
The Role of Inflammation in the Pathogenesis of Idiopathic Pulmonary Fibrosis Bringardner, Benjamin D.; Baran, Christopher P.; Eubank, Timothy D. Antioxidants & Redox Signaling, Vol. 10, Issue 2 https://doi.org/10.1089/ars.2007.1897	journal	February 2008
Anti-Inflammatory Activity of a Potent, Selective Leukotriene A₄ Hydrolase Inhibitor in Comparison with the 5-Lipoxygenase Inhibitor Zileuton Rao, Navin L.; Dunford, Paul J.; Xue, Xiaohua Journal of Pharmacology and Experimental Therapeutics, Vol. 321, Issue 3 https://doi.org/10.1124/jpet.106.115436	journal	March 2007
A Critical Role for LTA4H in Limiting Chronic Pulmonary Neutrophilic Inflammation Snelgrove, R. J.; Jackson, P. L.; Hardison, M. T. Science, Vol. 330, Issue 6000 https://doi.org/10.1126/science.1190594	journal	September 2010
Inflammatory cells in the airways in COPD O'Donnell, R. Thorax, Vol. 61, Issue 5 https://doi.org/10.1136/thx.2004.024463	journal	May 2006
Neutrophil Function: From Mechanisms to Disease Amulic, Borko; Cazalet, Christel; Hayes, Garret L. Annual Review of Immunology, Vol. 30, Issue 1 https://doi.org/10.1146/annurev-immunol-020711-074942	journal	April 2012
Protection from Pulmonary Fibrosis in Leukotriene-Deficient Mice Peters-Golden, Marc; Bailie, Marc; Marshall, Teresa American Journal of Respiratory and Critical Care Medicine, Vol. 165, Issue 2 https://doi.org/10.1164/ajrccm.165.2.2104050	journal	January 2002
BLT1-dependent Alveolar Recruitment of CD4 ⁺ CD25 ⁺ Foxp3 ⁺ Regulatory T Cells Is Important for Resolution of Acute Lung Injury Wang, Luman; Zhao, Lina; Lv, Jiaoyan American Journal of Respiratory and Critical Care Medicine, Vol. 186, Issue 10 https://doi.org/10.1164/rccm.201202-0261OC	journal	November 2012
Constitutive activation of 5-lipoxygenase in the lungs of patients with idiopathic pulmonary fibrosis. Wilborn, J.; Bailie, M.; Coffey, M. Journal of Clinical Investigation, Vol. 97, Issue 8 https://doi.org/10.1172/JCI118612	journal	April 1996
Regulation of pulmonary fibrosis by chemokine receptor CXCR3 Jiang, Dianhua; Liang, Jiurong; Hodge, Jennifer Journal of Clinical Investigation, Vol. 114, Issue 2 https://doi.org/10.1172/JCI16861	journal	July 2004
Effects of a leukotriene B4 receptor antagonist on bleomycin-induced pulmonary fibrosis Izumo, T.; Kondo, M.; Nagai, A. European Respiratory Journal, Vol. 34, Issue 6 https://doi.org/10.1183/09031936.00143708	journal	May 2009
Lipid-cytokine-chemokine cascades orchestrate leukocyte recruitment in inflammation Sadik, Christian D.; Luster, Andrew D. Journal of Leukocyte Biology, Vol. 91, Issue 2 https://doi.org/10.1189/jlb.0811402	journal	November 2011
Contribution of Neutrophils to Acute Lung Injury Grommes, Jochen; Soehnlein, Oliver Molecular Medicine, Vol. 17, Issue 3-4 https://doi.org/10.2119/molmed.2010.00138	journal	October 2010
BLT1 Mediates Bleomycin-Induced Lung Fibrosis Independently of Neutrophils and CD4+ T Cells Lv, Jiaoyan; Xiong, Yingluo; Li, Wenjing The Journal of Immunology, Vol. 198, Issue 4 https://doi.org/10.4049/jimmunol.1600465	journal	February 2017

Similar Records

Synthesis and Evaluation of diaryl ether modulators of the leukotriene A4 hydrolase aminopeptidase activity

Journal Article · Sat Jun 01 00:00:00 EDT 2024 · European Journal of Medicinal Chemistry · OSTI ID:2346244

Harnessing the Role of HDAC6 in Idiopathic Pulmonary Fibrosis: Design, Synthesis, Structural Analysi

Journal Article · Thu Jul 01 00:00:00 EDT 2021 · J. Med. Chem. · OSTI ID:1810834

Discovery of Leukotriene A4 Hydrolase Inhibitors Using Metabolomics Biased Fragment Crystallography

Journal Article · Wed Dec 31 23:00:00 EST 2008 · Journal of Medicinal Chemistry · OSTI ID:980158

Design and synthesis of Leukotriene A4 hydrolase inhibitors to alleviate idiopathic pulmonary fibrosis and acute lung injury

Citation Formats

References (32)

Similar Records

Related Subjects