Alternariol 9-O-methyl ether

Abstract

The title compound (AME; systematic name: 3,7-dihydroxy-9-methoxy-1-methyl- 6H-benzo[c]chromen-6-one), C15H12O5, was isolated from an endophytic fungi Alternaria sp., from Catharanthus roseus (common name: Madagascar periwinkle). There is an intramolecular O - H⋯O hydrogen bond in the essentially planar molecule (r.m.s. deviation 0.02 Å). In the crystal, the molecule forms an O - H⋯O hydrogen bond with its centrosymmetric counterpart with four bridging inter-actions (two O - H⋯O and two C - H⋯O). The almost planar sheets of the dimeric units thus formed are stacked along b axis via C - H⋯π and π-π contacts [with C⋯C short contacts between aromatic moieties of 3.324 (3), 3.296 (3) and 3.374 (3) Å]. © Dasari et al. 2012.