Literature DB >> 22336919

Tuning and predicting biological affinity: aryl nitriles as cysteine protease inhibitors.

Veronika Ehmke1, Jose Enrico Q Quinsaat, Pablo Rivera-Fuentes, Cornelia Heindl, Céline Freymond, Matthias Rottmann, Reto Brun, Tanja Schirmeister, François Diederich.   

Abstract

A series of aryl nitrile-based ligands were prepared to investigate the effect of their electrophilicity on the affinity against the cysteine proteases rhodesain and human cathepsin L. Density functional theory calculations provided relative reactivities of the nitriles, enabling prediction of their biological affinity and cytotoxicity and a clear structure-activity relationship.

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Year:  2012        PMID： 22336919     DOI： 10.1039/c2ob00034b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  9 in total

1.  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

2.  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

3.  Inhibition of the HIF1α-p300 interaction by quinone- and indandione-mediated ejection of structural Zn(II).

Authors:  Madura K P Jayatunga; Sam Thompson; Tawnya C McKee; Mun Chiang Chan; Kelie M Reece; Adam P Hardy; Rok Sekirnik; Peter T Seden; Kristina M Cook; James B McMahon; William D Figg; Christopher J Schofield; Andrew D Hamilton
Journal:  Eur J Med Chem       Date:  2014-06-27       Impact factor: 6.514

4.  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

Review 5.  Cysteine proteases as therapeutic targets: does selectivity matter? A systematic review of calpain and cathepsin inhibitors.

Authors:  Marton Siklos; Manel BenAissa; Gregory R J Thatcher
Journal:  Acta Pharm Sin B       Date:  2015-09-26       Impact factor: 11.413

6.  Naphthoquinones as Covalent Reversible Inhibitors of Cysteine Proteases-Studies on Inhibition Mechanism and Kinetics.

Authors:  Philipp Klein; Fabian Barthels; Patrick Johe; Annika Wagner; Stefan Tenzer; Ute Distler; Thien Anh Le; Paul Schmid; Volker Engel; Bernd Engels; Ute A Hellmich; Till Opatz; Tanja Schirmeister
Journal:  Molecules       Date:  2020-04-28       Impact factor: 4.411

7.  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

8.  An insight into the interaction between α-ketoamide- based inhibitor and coronavirus main protease: A detailed in silico study.

Authors:  Snehasis Banerjee
Journal:  Biophys Chem       Date:  2020-11-28       Impact factor: 2.352

9.  New Cysteine Protease Inhibitors: Electrophilic (Het)arenes and Unexpected Prodrug Identification for the Trypanosoma Protease Rhodesain.

Authors:  Philipp Klein; Patrick Johe; Annika Wagner; Sascha Jung; Jonas Kühlborn; Fabian Barthels; Stefan Tenzer; Ute Distler; Waldemar Waigel; Bernd Engels; Ute A Hellmich; Till Opatz; Tanja Schirmeister
Journal:  Molecules       Date:  2020-03-23       Impact factor: 4.411
  9 in total

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