title: 2-Alkyloxyalkylthiohypoxanthines as new potent inhibitors of xanthine oxidase.
abstract: The title compounds were prepared and tested as xanthine oxidase (XO) inhibitors. Results evidenced that potency was related to the position of the oxygen atom in the 2-linear chain and that it grew with distance from the sulfur atom until it became equipotent to 2-n-hexylthiohypoxanthine. Enzymatic oxidation on C(2) occurred in the 8-alkylthiohypoxanthines. On the contrary, oxidation on C(8) did not occur in the 2-alkythioderivatives, demonstrating that the chain forced these molecules to form a complex with molybdenum(VI) involving only the N(3) and N(9) nitrogen atoms.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Pisa, Italy.
authors.forename: G
authors.initials: G
authors.lastname: Biagi
authors.forename: I
authors.initials: I
authors.lastname: Giorgi
authors.forename: F
authors.initials: F
authors.lastname: Pacchini
authors.forename: O
authors.initials: O
authors.lastname: Livi
authors.forename: V
authors.initials: V
authors.lastname: Scartoni
mesh_terms: D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D007042:Hypoxanthines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D013057:Spectrum Analysis; D014969:Xanthine Oxidase / Q000037:antagonists & inhibitors*; D014970:Xanthines / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: C453100:8-hexylthio-hypoxanthine; C453099:8-hexylthio-xanthine; D004791:Enzyme Inhibitors; D007042:Hypoxanthines; D014970:Xanthines; D014969:Xanthine Oxidase