Literature DB >> 24314394

Sulfonamide inhibition studies of the δ-carbonic anhydrase from the diatom Thalassiosira weissflogii.

Daniela Vullo1, Sonia Del Prete2, Sameh M Osman3, Viviana De Luca2, Andrea Scozzafava1, Zeid Alothman3, Claudiu T Supuran4, Clemente Capasso5.   

Abstract

The δ-carbonic anhydrase (CA, EC 4.2.1.1) TweCA from the marine diatom Thalassiosira weissflogii has recently been cloned, purified and its activity/inhibition with anions investigated. Here we report the first sulfonamide/sulfamate inhibition study of a δ-class CA. Among the 40 such compounds investigated so far, 3-bromosulfanilamide, acetazolamide, ethoxzolamide, dorzolamide and brinzolamide were the most effective TweCA inhibitors detected, with KIs of 49.6-118nM. Many simple aromatic sulfonamides as well as dichlorophenamide, benzolamide, topiramate, zonisamide, indisulam and valdecoxib were medium potency inhibitors, (KIs of 375-897nM). Saccharin and hydrochlorothiazide were ineffective inhibitors of the δ-class enzyme, with KIs of 4.27-9.20μM. The inhibition profile of the δ-CA is very different from that of α-, β- and γ-CAs from different organisms. Although no X-ray crystal structure of this enzyme is available, we hypothesize that as for other CA classes, the sulfonamides inhibit the enzymatic activity by binding to the Zn(II) ion from the δ-CA active site.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Carbonic anhydrase; Enzyme inhibitor; Sulfonamide; Thalassiosira weissflogii; δ-Class enzyme

Mesh:

Substances:

Year:  2013        PMID: 24314394     DOI: 10.1016/j.bmcl.2013.11.021

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


  5 in total

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Journal:  J Med Chem       Date:  2014-11-10       Impact factor: 7.446

2.  The first activation study of a δ-carbonic anhydrase: TweCAδ from the diatom Thalassiosira weissflogii is effectively activated by amines and amino acids.

Authors:  Andrea Angeli; Fatmah A S Alasmary; Sonia Del Prete; Sameh M Osman; Zeid AlOthman; William A Donald; Clemente Capasso; Claudiu T Supuran
Journal:  J Enzyme Inhib Med Chem       Date:  2018-12       Impact factor: 5.051

3.  Inhibition survey with phenolic compounds against the δ- and η-class carbonic anhydrases from the marine diatom thalassiosira weissflogii and protozoan Plasmodium falciparum.

Authors:  Siham A Alissa; Hanan A Alghulikah; Zeid A ALOthman; Sameh M Osman; Sonia Del Prete; Clemente Capasso; Alessio Nocentini; Claudiu T Supuran
Journal:  J Enzyme Inhib Med Chem       Date:  2020-12       Impact factor: 5.051

4.  Discovery of curcumin inspired sulfonamide derivatives as a new class of carbonic anhydrase isoforms I, II, IX, and XII inhibitors.

Authors:  P V Sri Ramya; Srinivas Angapelly; Andrea Angeli; Chander Singh Digwal; Mohammed Arifuddin; Bathini Nagendra Babu; Claudiu T Supuran; Ahmed Kamal
Journal:  J Enzyme Inhib Med Chem       Date:  2017-12       Impact factor: 5.051

5.  Inhibition of the β-carbonic anhydrase from the dandruff-producing fungus Malassezia globosa with monothiocarbamates.

Authors:  Alessio Nocentini; Daniela Vullo; Sonia Del Prete; Sameh M Osman; Fatmah A S Alasmary; Zeid AlOthman; Clemente Capasso; Fabrizio Carta; Paola Gratteri; Claudiu T Supuran
Journal:  J Enzyme Inhib Med Chem       Date:  2017-12       Impact factor: 5.051

  5 in total

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