Literature DB >> 20922253

Selective hydrophobic pocket binding observed within the carbonic anhydrase II active site accommodate different 4-substituted-ureido-benzenesulfonamides and correlate to inhibitor potency.

Fabio Pacchiano1, Mayank Aggarwal, Balendu Sankara Avvaru, Arthur H Robbins, Andrea Scozzafava, Robert McKenna, Claudiu T Supuran.   

Abstract

4-Substituted-ureido benzenesulfonamides showing inhibitory activity against carbonic anhydrase (CA, EC 4.2.1.1) II between 3.3-226 nM were crystallized in complex with the enzyme. Hydrophobic interactions between the scaffold of the inhibitors in different hydrophobic pockets of the enzyme were observed, explaining the diverse inhibitory range of these derivatives.

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Year:  2010        PMID： 20922253     DOI： 10.1039/c0cc02707c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  37 in total

1.  Dithiocarbamates strongly inhibit carbonic anhydrases and show antiglaucoma action in vivo.

Authors:  Fabrizio Carta; Mayank Aggarwal; Alfonso Maresca; Andrea Scozzafava; Robert McKenna; Emanuela Masini; Claudiu T Supuran
Journal:  J Med Chem       Date:  2012-02-13       Impact factor: 7.446

2.  Design and Validation of FRESH, a Drug Discovery Paradigm Resting on Robust Chemical Synthesis.

Authors:  Qi Shi; Thomas M Kaiser; Zackery W Dentmon; Mariangela Ceruso; Daniela Vullo; Claudiu T Supuran; James P Snyder
Journal:  ACS Med Chem Lett       Date:  2015-04-03       Impact factor: 4.345

3.  Discovery of New Selenoureido Analogues of 4-(4-Fluorophenylureido)benzenesulfonamide as Carbonic Anhydrase Inhibitors.

Authors:  Andrea Angeli; Damiano Tanini; Thomas S Peat; Lorenzo Di Cesare Mannelli; Gianluca Bartolucci; Antonella Capperucci; Carla Ghelardini; Claudiu T Supuran; Fabrizio Carta
Journal:  ACS Med Chem Lett       Date:  2017-08-10       Impact factor: 4.345

4.  Structure activity study of carbonic anhydrase IX: Selective inhibition with ureido-substituted benzenesulfonamides.

Authors:  Mam Y Mboge; Brian P Mahon; Nicole Lamas; Lillien Socorro; Fabrizio Carta; Claudiu T Supuran; Susan C Frost; Robert McKenna
Journal:  Eur J Med Chem       Date:  2017-03-19       Impact factor: 6.514

5.  Computational Prediction of the Binding Pose of Metal-Binding Pharmacophores.

Authors:  Johannes Karges; Ryjul W Stokes; Seth M Cohen
Journal:  ACS Med Chem Lett       Date:  2022-02-24       Impact factor: 4.345

6.  Insights towards sulfonamide drug specificity in α-carbonic anhydrases.

Authors:  Mayank Aggarwal; Bhargav Kondeti; Robert McKenna
Journal:  Bioorg Med Chem       Date:  2012-08-28       Impact factor: 3.641

7.  A class of 4-sulfamoylphenyl-ω-aminoalkyl ethers with effective carbonic anhydrase inhibitory action and antiglaucoma effects.

Authors:  Murat Bozdag; Melissa Pinard; Fabrizio Carta; Emanuela Masini; Andrea Scozzafava; Robert McKenna; Claudiu T Supuran
Journal:  J Med Chem       Date:  2014-11-10       Impact factor: 7.446

8.  Hydrophobic substituents of the phenylmethylsulfamide moiety can be used for the development of new selective carbonic anhydrase inhibitors.

Authors:  Giuseppina De Simone; Ginta Pizika; Simona Maria Monti; Anna Di Fiore; Jekaterina Ivanova; Igor Vozny; Peteris Trapencieris; Raivis Zalubovskis; Claudiu T Supuran; Vincenzo Alterio
Journal:  Biomed Res Int       Date:  2014-09-02       Impact factor: 3.411

Review 9.  Carbonic Anhydrase Inhibition and the Management of Hypoxic Tumors.

Authors:  Claudiu T Supuran
Journal:  Metabolites       Date:  2017-09-16

10.  Synthesis and in vitro inhibition effect of new pyrido[2,3-d]pyrimidine derivatives on erythrocyte carbonic anhydrase I and II.

Authors:  Hilal Kuday; Fatih Sonmez; Cigdem Bilen; Emre Yavuz; Nahit Gençer; Mustafa Kucukislamoglu
Journal:  Biomed Res Int       Date:  2014-08-04       Impact factor: 3.411
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