Literature DB >> 19286378

Inhibition of carbonic anhydrase isozymes with benzene sulfonamides incorporating thio, sulfinyl and sulfonyl glycoside moieties.

Mathilde Singer1, Marie Lopez, Laurent F Bornaghi, Alessio Innocenti, Daniela Vullo, Claudiu T Supuran, Sally-Ann Poulsen.   

Abstract

A series of benzene sulfonamides incorporating thio, sulfinyl or sulfonyl glycoside moieties were synthesized. These glycoconjugates were investigated for their ability to inhibit the enzymatic activity of four human carbonic anhydrases (hCA): isozymes I, II and tumour-associated isozymes IX and XII. The oxidation state of the sulfur in the carbohydrate tail moiety did not influence either enzyme inhibition potency or isozyme selectivity even though presenting opportunities for differing interactions with the target isozymes.

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Year:  2009        PMID: 19286378     DOI: 10.1016/j.bmcl.2009.02.086

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


  6 in total

1.  Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs.

Authors:  Lingquan Deng; Xin Wang; Suji Uppalapati; Oscar Norberg; Hai Dong; Adrien Joliton; Mingdi Yan; Olof Ramström
Journal:  Pure Appl Chem       Date:  2013-01       Impact factor: 2.453

2.  Synthesis, characterization and reactivity of carbohydrate platinum(IV) complexes with thioglycoside ligands.

Authors:  Cornelia Vetter; Papapida Pornsuriyasak; Jürgen Schmidt; Nigam P Rath; Tobias Rüffer; Alexei V Demchenko; Dirk Steinborn
Journal:  Dalton Trans       Date:  2010-06-01       Impact factor: 4.390

3.  Structural insights into carbonic anhydrase IX isoform specificity of carbohydrate-based sulfamates.

Authors:  Janina Moeker; Brian P Mahon; Laurent F Bornaghi; Daniela Vullo; Claudiu T Supuran; Robert McKenna; Sally-Ann Poulsen
Journal:  J Med Chem       Date:  2014-10-08       Impact factor: 7.446

4.  Synthesis of Novel Saccharin Derivatives.

Authors:  Gregory M Rankin; Sally-Ann Poulsen
Journal:  Molecules       Date:  2017-03-23       Impact factor: 4.411

5.  An overview of carbohydrate-based carbonic anhydrase inhibitors.

Authors:  Doretta Cuffaro; Elisa Nuti; Armando Rossello
Journal:  J Enzyme Inhib Med Chem       Date:  2020-10-20       Impact factor: 5.051

6.  The Glitazone Class of Drugs as Carbonic Anhydrase Inhibitors-A Spin-Off Discovery from Fragment Screening.

Authors:  Sarah L Mueller; Panagiotis K Chrysanthopoulos; Maria A Halili; Caryn Hepburn; Tom Nebl; Claudiu T Supuran; Alessio Nocentini; Thomas S Peat; Sally-Ann Poulsen
Journal:  Molecules       Date:  2021-05-18       Impact factor: 4.411

  6 in total

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