Alternariol 9-O-methyl ether dimethyl sulfoxide monosolvate

Sreekanth Dasari, Kristin I. Miller, John A. Kalaitzis, Mohan Bhadbhade, Brett A. Neilan*

*Corresponding author for this work

Research output: Contribution to journalArticle

2 Citations (Scopus)
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Abstract

The title compound (systematic name: 3,7-dihydroxy-9-methoxy-1-methyl-6H- benzo[c]chromen-6-one dimethyl sulfoxide monosolvate), C15H 12O5·C2H6OS, was isolated from an unidentified endophytic fungus (belonging to class Ascomycetes) of Taxus sp. In the crystal, both the alternariol 9-O-methyl ether (AME) and the dimethyl sulfoxide (DMSO) molecules exhibit crystallographic mirror symmetry. One of the hydroxy groups makes bifurcated hydrogen bonds, viz. an intramolecular bond with the carbonyl group and an intermolecular bond with the carbonyl group in an inversion-related AME molecule. In the crystal, the AME molecules are organized into stacks parallel with the b axis by π-π interactions between centrosymmetrically related molecules [the distance between the centroid of the central ring and the centroid of the methoxy-substituted benzene ring in the next molecule of the stack is 3.6184 (5) Å]. Pairs of DMSO molecules, linked via centrosymmetric C - H⋯O contacts, are inserted into the voids created by the AME molecules, making O - H⋯O and C - H⋯O contacts with the hosts.

Original languageEnglish
Pages (from-to)o872-o873
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
VolumeE69
Issue number6
DOIs
Publication statusPublished - 2013
Externally publishedYes

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