The biosynthesis of phenols. Part XXI. The molecular structure of arugosin, a metabolite of a wild-type strain of Aspergillus rugulosus

Abstract

It has been established that arugosin, C₂₅H₂₈O₆, a metabolic product of a strain of Aspergillus rugulosus, is a mixture of two substituted dibenz[b,e]oxepins with the structures (IX) and (X). The nature and orientation of substituents in arugosin and in the single tri-O-methyl derivative, a substituted benzophenone (V), was established by degradation and by the ¹H n.m.r. and mass spectra of the compounds themselves and of their transformation products.