title: Inhibition of carbonic anhydrase isozymes with benzene sulfonamides incorporating thio, sulfinyl and sulfonyl glycoside moieties.
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.
authors.affiliation: Eskitis Institute, Griffith University, Nathan, Queensland, Australia.
authors.forename: Mathilde
authors.initials: M
authors.lastname: Singer
authors.forename: Marie
authors.initials: M
authors.lastname: Lopez
authors.forename: Laurent F
authors.initials: LF
authors.lastname: Bornaghi
authors.forename: Alessio
authors.initials: A
authors.lastname: Innocenti
authors.forename: Daniela
authors.initials: D
authors.lastname: Vullo
authors.forename: Claudiu T
authors.initials: CT
authors.lastname: Supuran
authors.forename: Sally-Ann
authors.initials: SA
authors.lastname: Poulsen
mesh_terms: D001554:Benzene / Q000737:chemistry* / Q000378:metabolism; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis* / Q000378:metabolism; D002256:Carbonic Anhydrases / Q000378:metabolism*; D005697:Galactosides / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors / Q000378:metabolism; D013449:Sulfonamides / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology*; D000096926:Benzenesulfonamides
chemical_list: D001554:Benzene; D002257:Carbonic Anhydrase Inhibitors; D002256:Carbonic Anhydrases; D005697:Galactosides; D006001:Glycoconjugates; D007527:Isoenzymes; D013449:Sulfonamides; C519519:4-(4-((2',3',4',6'-tetra-O-acetylgalactopyranosyl)oxymethyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide; D000096926:Benzenesulfonamides