title: 4-[N-(substituted 4-pyrimidinyl)amino]benzenesulfonamides as inhibitors of carbonic anhydrase isozymes I, II, VII, and XIII.
abstract: A series of 4-[N-(substituted 4-pyrimidinyl)amino]benzenesulfonamides were designed and synthesised. Their binding potencies as inhibitors of selected recombinant human carbonic anhydrase (hCA) isozymes I, II, VII, and XIII were measured using isothermal titration calorimetry and the thermal shift assay. To determine the structural features of inhibitor binding, the crystal structures of several compounds in complex with hCA II were determined. Several compounds exhibited selectivity towards isozymes I, II, and XIII, and some were potent inhibitors of hCA VII.
authors.affiliation: Department of Organic Chemistry, Faculty of Chemistry, Vilnius University, Naugarduko 24, LT-03225 Vilnius, Lithuania.
authors.forename: Jurgis
authors.initials: J
authors.lastname: Sūdžius
authors.forename: Lina
authors.initials: L
authors.lastname: Baranauskienė
authors.forename: Dmitrij
authors.initials: D
authors.lastname: Golovenko
authors.forename: Jurgita
authors.initials: J
authors.lastname: Matulienė
authors.forename: Vilma
authors.initials: V
authors.lastname: Michailovienė
authors.forename: Jolanta
authors.initials: J
authors.lastname: Torresan
authors.forename: Jelena
authors.initials: J
authors.lastname: Jachno
authors.forename: Rasa
authors.initials: R
authors.lastname: Sukackaitė
authors.forename: Elena
authors.initials: E
authors.lastname: Manakova
authors.forename: Saulius
authors.initials: S
authors.lastname: Gražulis
authors.forename: Sigitas
authors.initials: S
authors.lastname: Tumkevičius
authors.forename: Daumantas
authors.initials: D
authors.lastname: Matulis
mesh_terms: D001665:Binding Sites; D002151:Calorimetry; D024401:Carbonic Anhydrase I / Q000037:antagonists & inhibitors / Q000235:genetics / Q000378:metabolism; D024402:Carbonic Anhydrase II / Q000037:antagonists & inhibitors / Q000235:genetics / Q000378:metabolism; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002256:Carbonic Anhydrases / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism; D018360:Crystallography, X-Ray; D006801:Humans; D017434:Protein Structure, Tertiary; D011743:Pyrimidines / Q000737:chemistry; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors / Q000235:genetics / Q000378:metabolism; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000096926:Benzenesulfonamides
chemical_list: D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II; D002257:Carbonic Anhydrase Inhibitors; D002256:Carbonic Anhydrases; D011743:Pyrimidines; D011994:Recombinant Proteins; D013449:Sulfonamides; D000096926:Benzenesulfonamides; C483903:CA13 protein, human; C477051:carbonic anhydrase VI; C030986:pyrimidine