title: Aminophenoxazinones as inhibitors of indoleamine 2,3-dioxygenase (IDO). Synthesis of exfoliazone and chandrananimycin A.
abstract: A range of 2-aminophenoxazin-3-ones has been prepared by oxidative cyclocondensation of 2-aminophenols, including the natural products exfoliazone and chandrananimycin A, both synthesized for the first time. The compounds were evaluated for their ability to inhibit indoleamine 2,3-dioxygenase. Compounds containing additional electron-withdrawing carboxylate groups, such as cinnabarinic acid, showed modest inhibitory activity with a dose response.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
authors.forename: Raffaele
authors.initials: R
authors.lastname: Pasceri
authors.forename: David
authors.initials: D
authors.lastname: Siegel
authors.forename: David
authors.initials: D
authors.lastname: Ross
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Moody
mesh_terms: D000627:Aminophenols / Q000737:chemistry; D006801:Humans; D050503:Indoleamine-Pyrrole 2,3,-Dioxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010078:Oxazines / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000627:Aminophenols; D050503:Indoleamine-Pyrrole 2,3,-Dioxygenase; D010078:Oxazines; C581989:chandrananimycin A; C067081:exfoliazone; C027667:2-aminophenol; C000483:cinnabarinic acid