Literature DB >> 15713402

Tryptamine and homotryptamine-based sulfonamides as potent and selective inhibitors of 15-lipoxygenase.

David S Weinstein1, Wen Liu, Zhengxiang Gu, Charles Langevine, Khehyong Ngu, Leena Fadnis, Donald W Combs, Doree Sitkoff, Saleem Ahmad, Shaobin Zhuang, Xing Chen, Feng-Lai Wang, Deborah A Loughney, Karnail S Atwal, Robert Zahler, John E Macor, Cort S Madsen, Natesan Murugesan.   

Abstract

A series of inhibitors of mammalian 15-lipoxygenase based on tryptamine and homotryptamine scaffolds is described. Compounds with aryl substituents at C-2 of the indole core of tryptamine and homotryptamine sulfonamides (e.g., 37a-p) proved to be potent inhibitors of the isolated enzyme. Selected compounds also demonstrated desirable inhibition selectivities over isozymes 5- and P-12-LO.

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Year:  2005        PMID: 15713402     DOI: 10.1016/j.bmcl.2004.12.081

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


  12 in total

1.  Discovery of potent and selective inhibitors of human platelet-type 12- lipoxygenase.

Authors:  Victor Kenyon; Ganesha Rai; Ajit Jadhav; Lena Schultz; Michelle Armstrong; J Brian Jameson; Steven Perry; Netra Joshi; James M Bougie; William Leister; David A Taylor-Fishwick; Jerry L Nadler; Michael Holinstat; Anton Simeonov; David J Maloney; Theodore R Holman
Journal:  J Med Chem       Date:  2011-07-08       Impact factor: 7.446

2.  Discovery of potent and selective inhibitors of human reticulocyte 15-lipoxygenase-1.

Authors:  Ganesha Rai; Victor Kenyon; Ajit Jadhav; Lena Schultz; Michelle Armstrong; J Brian Jameson; Eric Hoobler; William Leister; Anton Simeonov; Theodore R Holman; David J Maloney
Journal:  J Med Chem       Date:  2010-10-28       Impact factor: 7.446

3.  Human 15-LOX-1 active site mutations alter inhibitor binding and decrease potency.

Authors:  Michelle Armstrong; Christopher van Hoorebeke; Thomas Horn; Joshua Deschamps; J Cody Freedman; Chakrapani Kalyanaraman; Matthew P Jacobson; Theodore Holman
Journal:  Bioorg Med Chem       Date:  2016-08-31       Impact factor: 3.641

4.  A potent and selective inhibitor targeting human and murine 12/15-LOX.

Authors:  Michelle M Armstrong; Cody J Freedman; Joo Eun Jung; Yi Zheng; Chakrapani Kalyanaraman; Matthew P Jacobson; Anton Simeonov; David J Maloney; Klaus van Leyen; Ajit Jadhav; Theodore R Holman
Journal:  Bioorg Med Chem       Date:  2016-01-21       Impact factor: 3.641

5.  4-Chlorophenyl-N-furfuryl-1,2,4-triazole Methylacetamides as Significant 15-Lipoxygenase Inhibitors: an Efficient Approach for Finding Lead Anti-inflammatory Compounds.

Authors:  Muhammad Yasin; Wardah Shahid; Muhammad Ashraf; Muhammad Saleem; Saima Muzaffar; Syed Abid Ejaz; Amna Saeed; Thomas Majer; Keshab Bhattarai; Naheed Riaz
Journal:  ACS Omega       Date:  2022-05-31

6.  The potential of 12/15-lipoxygenase inhibitors in stroke therapy.

Authors:  Klaus van Leyen; Theodore R Holman; David J Maloney
Journal:  Future Med Chem       Date:  2014       Impact factor: 3.808

7.  Potent and selective inhibitors of human reticulocyte 12/15-lipoxygenase as anti-stroke therapies.

Authors:  Ganesha Rai; Netra Joshi; Joo Eun Jung; Yu Liu; Lena Schultz; Adam Yasgar; Steve Perry; Giovanni Diaz; Qiangli Zhang; Victor Kenyon; Ajit Jadhav; Anton Simeonov; Eng H Lo; Klaus van Leyen; David J Maloney; Theodore R Holman
Journal:  J Med Chem       Date:  2014-05-13       Impact factor: 7.446

8.  Computational Analysis of LOX1 Inhibition Identifies Descriptors Responsible for Binding Selectivity.

Authors:  Chrysoula Gousiadou; Irene Kouskoumvekaki
Journal:  ACS Omega       Date:  2018-02-26

9.  Activity-Based Probes for 15-Lipoxygenase-1.

Authors:  Nikolaos Eleftheriadis; Stephanie A Thee; Martijn R H Zwinderman; Niek G J Leus; Frank J Dekker
Journal:  Angew Chem Int Ed Engl       Date:  2016-09-09       Impact factor: 15.336

10.  Rational Development of a Potent 15-Lipoxygenase-1 Inhibitor with in Vitro and ex Vivo Anti-inflammatory Properties.

Authors:  Nikolaos Eleftheriadis; Constantinos G Neochoritis; Niek G J Leus; Petra E van der Wouden; Alexander Dömling; Frank J Dekker
Journal:  J Med Chem       Date:  2015-09-16       Impact factor: 7.446

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