New Xanthorin Glycosides from a Dermocybe Species

Abstract

A mixture of the 8-O-beta-D-glucopyranoside of omega-hydroxyxanthorin 1-O-methyl ether (3) and the 8-O-beta-D-gentiobioside of xanthorin 1-O-methyl ether (4) was isolated from the water-soluble extractives of the Australian toadstool Dermocybe sp. WAT 22963. Compounds 3 and 4 were identified by characterization of their respective peracetyl derivatives 5 and 6.

Pigments of fungi (Macromycetes)

“…WAT 22963, foreshadowed in an earlier Report, 3 are now in print. 43 The isolation of the 1-O-methyl ethers 92 and 93 of emodin 86 and physcion 94, respectively, a group of, as yet unnamed, Australian and New Zealand Dermocybe taxa, has been reported. 44 Also found in the extracts of these toadstools were the well known parent quinones 86 and 94, emodin anthrone 95 and the rare fungal anthraquinone fallacinol 96. now available in full.…”

New fungal anthraquinones

“…WAT 20880. 16 That sample exhibited extrema in the CD spectrum at 287 nm (∆ε -68.3) and 265 nm (∆ε +72.4), which suggests that the sample described here is an anisochiral mixture 19 10 , from the New Zealand Dermocybe sp. WAT 26644 was identified as a mixture of (3R,3R',M)-flavomannin 6,6'-di-O-methyl ether 4 and its (3R,3R',P)-atropisomer (not shown) from the 1 H NMR and CD spectra.…”

The isolation of water-soluble natural products – challenges, strategies and perspectives

“…WAT 22963. 595 Further members of this class were isolated by chromatography on acetylated polyamide with a gradient of MeOH in H 2 O. 596 Rubia tinctorum L. water-soluble colorants lucidin primeveroside (188) and ruberythric acid (189) are of difficult isolation because of their sensitivity to acids, but could be isolated by precipitation and recrystallization only.…”