Pigments of Fungi. LXV. Tetrahydroanthraquinone and Anthraquinone Gentiobiosides from the Fungus Dermocybe splendida

Abstract

The tetrahydroanthraquinones (1S,3S)-austrocortirubin (7) and (1S,3S)-austrocortilutein (10) and the anthraquinones austrocortinin (13), xanthorin (14) and 3-methylxanthopurpurin 6-O-methyl ether (15) occur in the fungus Dermocybe splendida mainly in the form of their respective 8-O-β-D-gentiobiosides (26), (11), (16), (19) and (22) (gentiobiose = 6-O-β-D-glucopyranosyl-β-D-glucopyranose). The various gentiobiosides are isolated from lyophilized fruit bodies, separated by chromatography and characterized, in the main, as their acetyl derivatives by spectroscopic and chemical methods. Amethod for the selective cleavage of phenolic acetyl groups in peracetylated anthraquinone and tetrahydroanthraquinone glycosides is described.