title: 2-Amino-3-cyanopyridine derivatives as carbonic anhydrase inhibitors.
abstract: Carbonic anhydrases (CAs, EC 4.2.1.1) are ubiquitous enzymes that catalyze the hydration of CO(2) to bicarbonate and protons. Inhibition of CAs has been clinically exploited for the treatment of various classes of diseases for decades, but investigating new classes of inhibitors continues to be important. We have synthesized a series of 2-amino-3-cyano-4-heteroaryl (5a-l) compounds and characterized the structures by NMR, IR and elemental analyses. We tested the ability of these compounds to inhibit two metalloenzyme human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes, hCA I and hCA II. Compounds 5d and 5b showed the best inhibition activity against hCA I (IC(50): 33 and 34 µM, respectively), and compound 5d showed the best activity against hCA II (IC(50): 56 µM).
authors.affiliation: Department of Chemistry, Faculty of Science and Arts, Gazi University, Teknikokullar, Ankara, Turkey.
authors.forename: Selçuk
authors.initials: S
authors.lastname: Ayvaz
authors.forename: Murat
authors.initials: M
authors.lastname: Çankaya
authors.forename: Ali
authors.initials: A
authors.lastname: Atasever
authors.forename: Aliye
authors.initials: A
authors.lastname: Altuntas
mesh_terms: D000631:Aminopyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002256:Carbonic Anhydrases / Q000302:isolation & purification / Q000378:metabolism*; D004305:Dose-Response Relationship, Drug; D004912:Erythrocytes / Q000201:enzymology; D006801:Humans; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D020033:Protein Isoforms / Q000037:antagonists & inhibitors / Q000302:isolation & purification / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D000631:Aminopyridines; D002257:Carbonic Anhydrase Inhibitors; D009570:Nitriles; D020033:Protein Isoforms; D002256:Carbonic Anhydrases