Aminophenoxazinones as inhibitors of indoleamine 2,3-dioxygenase (IDO). Synthesis of exfoliazone and chandrananimycin A

  • J Med Chem. 2013 Apr 25;56(8):3310-7. doi: 10.1021/jm400049z.
Raffaele Pasceri  1 ,  David Siegel ,  David Ross ,  Christopher J Moody
Affiliations
  • 1. School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.
PMID: 23521768 DOI: 10.1021/jm400049z
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.

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