Chemical Constituents of Stereum subtomentosum and Two Other Birch‐Associated Basidiomycetes: An Interspecies Comparative Study

Abstract

Metabolites of the wood-rotting fungus Stereum subtomentosum Pouzar (Basidiomycetes, order Russulales, family Stereaceae) occurring on birch (Betula pendula Roth) trees were phytochemically investigated for the first time. Three main metabolite chemotypes present in MeOH extracts of the fruit bodies, viz. steroids, fatty acids, and water-soluble sugars, were fractionated, isolated, and identified by 1D/2D NMR-spectroscopic analyses, NMR data comparisons, and chemical correlations combined with GC/MS experiments. Thirteen compounds including two 5 alpha,8 alpha-epidioxy steroids, alpha,alpha'-trehalose, D-arabinitol, D-mannitol, and saturated/unsaturated fatty acids, were identified. Differences among S. subtomentosum and two other birch-associated fungal species, Trametes versicolor (L.: Fr.) Pilát, and Piptoporus betulinus (Bull.: Fr.) P. Karst (Basidiomycetes, order Polyporales, family Polyporaceae) were evaluated as regards the richness and abundance relationships in metabolite profiling.

Fomitopsis betulina (formerly Piptoporus betulinus): the Iceman’s polypore fungus with modern biotechnological potential

“…Comprehensive analyses of the chemical composition of the F. betulina fruiting body carried out under different conditions (Grishin et al 2016; Hybelbauerová et al 2008; Reis et al 2011) revealed the presence of 17 fatty acids, in it 22% saturated and 78% unsaturated (mainly oleic and linoleic acid); sugars ( d -arabinitol, d -mannitol and α,α trehalose); biomolecules with antioxidant properties (tocopherols—0.578 mg/100 g dw, mainly β and γ; ascorbic acid—87.5 mg/100 g dw; β-carotene and lycopene). Among other identified compounds were betulinic acid, betulin, lupeol, fomefficinic acid, ergosterol peroxide, and 9,11-dehydroergosterol peroxide (Alresly et al 2016; Jasicka-Misiak et al 2010).…”

White Birch Trunk Extracts as a Source of Organic Compounds

“…The unsaturated fatty acids 9,12‐octadecadienoic acid ( i17 ) and 9‐octadecenoic acid ( i19 ) as well as the saturated fatty acid hexadecanoic acid ( i18 ) were already described in birch wood, while the unsaturated fatty acids i17 and i19 were also found in methanolic extracts of birch‐associated basidiomycetes . The identity of these substances was again verified by measuring an authenticated reference substance.…”

Medicinal properties of fungi occurring on Betula sp. trees. A review

“…1) (0.44%), α,α'-trehalose (4.28%), D-mannitol (2.14%), Darabinitol (21.18%) [20]. The constituents of P. betulinus that account for antioxidative properties include: phenolic acids, organics, flavonoids, tocopherols, and vitamins [6,21].…”

“…Ergosterol peroxide (described for Inonotus obliquus) shows anti-tumor and immunomodulating effects, fatty acids are able to control lipid management and mannitol is able to protect the colon against cancer [20,23,24].…”

“…A methanolic extract of the fruiting bodies of T. versicolor comprises a number of fatty acids: lauric (4.2% of test sample content), myristic (1.7%), palmitic (11.7%), stearic (4.0%), tetracosanoic (2.5%), palmitoleic (1.8%), oleic (8.7%), linolenic (65.4%), betulin (0.05%) and α,α'-trehalose (54.06%) [20].…”