Structure elucidation of a bioactive fucomannogalactan from the edible mushroom Hypsizygus marmoreus

• Published in: Carbohydrate polymers Vol. 225; p. 115203
• Main Authors: Oliveira, Ruberney S., Biscaia, Stellee M.P., Bellan, Daniel L., Viana, Sthefany R.F., Di-Medeiros Leal, Maria Carolina, Vasconcelos, Ana Flora D., Lião, Luciano M., Trindade, Edvaldo S., Carbonero, Elaine R.
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01.12.2019
• Subjects: Agaricales - metabolism; Animals; Antimelanoma; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; B16-F10 cell; Cell Line, Tumor; Cell Movement - drug effects; Chemical structure; Fruiting Bodies, Fungal - metabolism; Fucomannogalactan; Galactans - chemistry; Galactans - isolation & purification; Galactans - pharmacology; Hypsizygus marmoreus; Molecular Structure; Molecular Weight; Mushroom; Antimelanoma; Fucomannogalactan; Hypsizygus marmoreus; B16-F10 cell; Mushroom; Chemical structure
• ISSN: 0144-8617; 1879-1344
• DOI: 10.1016/j.carbpol.2019.115203

•A bioactive fucomannogalactan (FMG-Hm) was isolated from H. marmoreus mushroom.•It consists of α-Galp (1→6) main chain, branched at O-2 by α-Fucp and β-Manp units.•FMG-Hm reduced malignancy parameters in melanoma cells, without toxicity.•This heteropolysaccharide exhibited promising in vitro antimelanoma effects. A fucomannogalactan (FMG-Hm), with a molecular weight of 17.1 kDa, obtained from fruiting bodies of Hypsizygus marmoreus exhibited promising in vitro antimelanoma effects. FMG-Hm was not cytotoxic, nor did it alter the cell morphology and proliferation, but was able to inhibit colony-forming ability and cell migration in B16-F10 murine melanoma cells. An analysis of the monosaccharide composition indicated that FMG-Hm was composed of fucose, mannose, and galactose in a ratio of 1.00:1.08:3.17. The FMG-Hm was structurally characterized based on methylation analysis, partial acid hydrolysis, and NMR experiments. The results indicated that FMG-Hm contained a α-(1→6)-linked galactopyranosyl main chain, partially substituted at O-2 by non-reducing ends of α-L-fucopyranose and β-D-mannopyranose. The predicted structure of the heteropolysaccharide was established as: [Display omitted]