Literature DB >> 19168354

A simple in vitro assay for assessing the reactivity of nitrile containing compounds.

Philip A MacFaul1, Andrew D Morley, James J Crawford.   

Abstract

A quantitative assay involving the reaction of nitriles with glutathione and cysteine has been used as a simple in vitro screen to assess potential toxicity risk of candidate compounds in drug discovery. Studies have indicated that, when benchmarked with selected compounds, the reaction of the nitriles with glutathione can provide a useful tool for deciding whether or not to progress compounds in the absence of radiolabelling studies.

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Year:  2009        PMID: 19168354     DOI: 10.1016/j.bmcl.2008.12.105

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


  12 in total

Review 1.  Nitrile-containing pharmaceuticals: efficacious roles of the nitrile pharmacophore.

Authors:  Fraser F Fleming; Lihua Yao; P C Ravikumar; Lee Funk; Brian C Shook
Journal:  J Med Chem       Date:  2010-08-30       Impact factor: 7.446

2.  Irreversible 4-Aminopiperidine Transglutaminase 2 Inhibitors for Huntington's Disease.

Authors:  Michael E Prime; Frederick A Brookfield; Stephen M Courtney; Simon Gaines; Richard W Marston; Osamu Ichihara; Marie Li; Darshan Vaidya; Helen Williams; Anna Pedret-Dunn; Laura Reed; Sabine Schaertl; Leticia Toledo-Sherman; Maria Beconi; Douglas Macdonald; Ignacio Muñoz-Sanjuan; Celia Dominguez; John Wityak
Journal:  ACS Med Chem Lett       Date:  2012-08-09       Impact factor: 4.345

3.  SAR Development of Lysine-Based Irreversible Inhibitors of Transglutaminase 2 for Huntington's Disease.

Authors:  John Wityak; Michael E Prime; Frederick A Brookfield; Stephen M Courtney; Sayeh Erfan; Siw Johnsen; Peter D Johnson; Marie Li; Richard W Marston; Laura Reed; Darshan Vaidya; Sabine Schaertl; Anna Pedret-Dunn; Maria Beconi; Douglas Macdonald; Ignacio Muñoz-Sanjuan; Celia Dominguez
Journal:  ACS Med Chem Lett       Date:  2012-10-04       Impact factor: 4.345

4.  Predicting the reactivity of nitrile-carrying compounds with cysteine: a combined computational and experimental study.

Authors:  Anna Berteotti; Federica Vacondio; Alessio Lodola; Michele Bassi; Claudia Silva; Marco Mor; Andrea Cavalli
Journal:  ACS Med Chem Lett       Date:  2014-02-24       Impact factor: 4.345

5.  On the intrinsic reactivity of highly potent trypanocidal cruzain inhibitors.

Authors:  Vinicius Bonatto; Pedro Henrique Jatai Batista; Lorenzo Cianni; Daniela De Vita; Daniel G Silva; Rodrigo Cedron; Daiane Y Tezuka; Sérgio de Albuquerque; Carolina Borsoi Moraes; Caio Haddad Franco; Jerônimo Lameira; Andrei Leitão; Carlos A Montanari
Journal:  RSC Med Chem       Date:  2020-09-09

6.  Cysteine protease inhibition by nitrile-based inhibitors: a computational study.

Authors:  Matthew G Quesne; Richard A Ward; Sam P de Visser
Journal:  Front Chem       Date:  2013-12-27       Impact factor: 5.221

7.  Sequence-Specific 2-Cyanobenzothiazole Ligation.

Authors:  Carlo P Ramil; Peng An; Zhipeng Yu; Qing Lin
Journal:  J Am Chem Soc       Date:  2016-04-22       Impact factor: 15.419

8.  Characterising covalent warhead reactivity.

Authors:  James S Martin; Claire J MacKenzie; Daniel Fletcher; Ian H Gilbert
Journal:  Bioorg Med Chem       Date:  2019-04-03       Impact factor: 3.641

9.  Thioimidate Bond Formation between Cardiac Troponin C and Nitrile-containing Compounds.

Authors:  Brittney A Klein; Ian M Robertson; Béla Reiz; Thomas Kampourakis; Liang Li; Brian D Sykes
Journal:  ACS Med Chem Lett       Date:  2019-05-15       Impact factor: 4.345

10.  GLORYx: Prediction of the Metabolites Resulting from Phase 1 and Phase 2 Biotransformations of Xenobiotics.

Authors:  Christina de Bruyn Kops; Martin Šícho; Angelica Mazzolari; Johannes Kirchmair
Journal:  Chem Res Toxicol       Date:  2020-08-26       Impact factor: 3.739

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