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Taxonomic group: fungi / Basidiomycota (Phylum: Basidiomycota)
Organ / tissue: fruiting body

The structure was elucidated in this paper
NCBI PubMed ID: 39199211
Publication DOI: 10.3390/antiox13080965
Journal NLM ID: 101668981
Publisher: Basel, Switzerland: MDPI
Correspondence: Jie W <jieweiguang2007

126.com>; Kan L <kanlianbao2008

163.com>
Institutions: ngineering Research Center of Agricultural Microbiology Technology, Ministry of Education, Heilongjiang Provincial Key Laboratory of Plant Genetic Engineering and Biological Fermentation Engineering for Cold Region, Key Laboratory of Microbiology, College of Heilongjiang Province, School of Life Sciences, Heilongjiang University, Harbin, China, School of Life Sciences, Northeast Forestry University, Harbin, China

Sporisorium reilianum is an important biotrophic pathogen that causes head smut disease. Polysaccharides extracted from diseased sorghum heads by Sporisorium reilianum exhibit significant medicinal and edible value. However, the structure and biological activities of these novel polysaccharides have not been explored. In this study, a novel polysaccharide (WM-NP'-60) was isolated and purified from the fruit bodies of S. reilianum and aimed to explore the structural characteristics and substantial antioxidant and antitumor properties of WM-NP'-60. Monosaccharide composition determination, periodate oxidation-Smith degradation, 1D/2D-NMR analysis, and methylation analysis revealed that WM-NP'-60 consisted mainly of β-1,6-D-Glcp, β-1,3-D-Glcp, and β-1,3,6-D-Glcp linkages. The antioxidant assays demonstrated that WM-NP'-60 exhibited great activities, including scavenging free radicals, chelating ferrous ions, and eliminating reactive oxygen species (ROS) within cells. The HepG2, SGC7901, and HCT116 cells examined by transmission electron microscopy (TEM) revealed typical apoptotic bodies. Therefore, a novel fungal polysaccharide (WM-NP'-60) was discovered, extracted, and purified in this experiment, with the aim of providing a reference for the development of a new generation of food and nutraceutical products suitable for human consumption

polysaccharide, Antioxidant activity, antitumor activity, Sporisorium reilianum

Structure type: structural motif or average structure
Location inside paper: Fig. 8, Table 9
Compound class: polysaccharide, glucogalactan
Contained glycoepitopes: IEDB_135614,IEDB_136906,IEDB_137472,IEDB_1397514,IEDB_140529,IEDB_141794,IEDB_141806,IEDB_142488,IEDB_146664,IEDB_151528,IEDB_153543,IEDB_158555,IEDB_167069,IEDB_190606,IEDB_241101,IEDB_983931,SB_192,SB_7

Methods: 13C NMR, 1H NMR, periodate oxidation, acid hydrolysis, GC, Smith degradation, biological assays, HPLC, extraction, optical rotation measurement, acetylation, methylation analysis, reduction, dialysis, HPGPC, precipitation, phenol-sulfuric acid assay, radical scavenging assay, derivatization, antitumor activity assay, Sevag method, centrifugation, antioxidant activity assay, column chromatography, Coomassie method, m-hydroxybiphenyl method, ROS production measurement
Biological activity: compound demonstrates considerable anti-tumor effects in HepG2, SGC7901, and HCT116 cells and in vitro

NCBI Taxonomy refs (TaxIDs): 72558
Show glycosyltransferases

NMR conditions: in D2O [as TSV]

13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
6,6,6,6	bDGlcp	102.82	69.38	72.70	69.38	74.66	68.60
6,6,6,3	aDGalp
6,6,6	bDGlcp	102.82	68.01	85.02	69.38	74.66	68.60
6,6,3,3,3	bDGlcp
6,6,3,3,6	aDGalp
6,6,3,3	bDGlcp	102.82	68.01	85.02	69.38	74.66	68.60
6,6,3	bDGlcp	102.82	69.38	85.02	69.38	74.66	60.58
6,6	bDGlcp	102.82	68.01	85.02	69.38	74.66	68.60
6	bDGlcp	102.82	69.38	72.70	69.38	74.66	68.60
	bDGlcp	102.82	69.38	72.70	69.38	74.66	68.60


1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
6,6,6,6	bDGlcp	4.59	3.28	3.38	3.52	3.51	3.74-4.10
6,6,6,3	aDGalp
6,6,6	bDGlcp	4.59	3.39	3.62	3.52	3.51	3.74-4.10
6,6,3,3,3	bDGlcp
6,6,3,3,6	aDGalp
6,6,3,3	bDGlcp	4.59	3.39	3.62	3.52	3.51	3.74-4.10
6,6,3	bDGlcp	4.41	3.35	3.62	3.52	3.51	3.62-3.80
6,6	bDGlcp	4.59	3.39	3.62	3.52	3.51	3.74-4.10
6	bDGlcp	4.59	3.28	3.38	3.52	3.51	3.74-4.10
	bDGlcp	4.59	3.28	3.38	3.52	3.51	3.74-4.10


1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
6,6,6,6	bDGlcp	102.82/4.59	69.38/3.28	72.70/3.38	69.38/3.52	74.66/3.51	68.60/3.74-4.10
6,6,6,3	aDGalp
6,6,6	bDGlcp	102.82/4.59	68.01/3.39	85.02/3.62	69.38/3.52	74.66/3.51	68.60/3.74-4.10
6,6,3,3,3	bDGlcp
6,6,3,3,6	aDGalp
6,6,3,3	bDGlcp	102.82/4.59	68.01/3.39	85.02/3.62	69.38/3.52	74.66/3.51	68.60/3.74-4.10
6,6,3	bDGlcp	102.82/4.41	69.38/3.35	85.02/3.62	69.38/3.52	74.66/3.51	60.58/3.62-3.80
6,6	bDGlcp	102.82/4.59	68.01/3.39	85.02/3.62	69.38/3.52	74.66/3.51	68.60/3.74-4.10
6	bDGlcp	102.82/4.59	69.38/3.28	72.70/3.38	69.38/3.52	74.66/3.51	68.60/3.74-4.10
	bDGlcp	102.82/4.59	69.38/3.28	72.70/3.38	69.38/3.52	74.66/3.51	68.60/3.74-4.10

¹H NMR data:

Linkage	Residue	H1	H2	H3	H4	H5	H6
6,6,6,6	bDGlcp	4.59	3.28	3.38	3.52	3.51	3.74 4.10
6,6,6,3	aDGalp
6,6,6	bDGlcp	4.59	3.39	3.62	3.52	3.51	3.74 4.10
6,6,3,3,3	bDGlcp
6,6,3,3,6	aDGalp
6,6,3,3	bDGlcp	4.59	3.39	3.62	3.52	3.51	3.74 4.10
6,6,3	bDGlcp	4.41	3.35	3.62	3.52	3.51	3.62 3.80
6,6	bDGlcp	4.59	3.39	3.62	3.52	3.51	3.74 4.10
6	bDGlcp	4.59	3.28	3.38	3.52	3.51	3.74 4.10
	bDGlcp	4.59	3.28	3.38	3.52	3.51	3.74 4.10

¹³C NMR data:

Linkage	Residue	C1	C2	C3	C4	C5	C6
6,6,6,6	bDGlcp	102.82	69.38	72.70	69.38	74.66	68.60
6,6,6,3	aDGalp
6,6,6	bDGlcp	102.82	68.01	85.02	69.38	74.66	68.60
6,6,3,3,3	bDGlcp
6,6,3,3,6	aDGalp
6,6,3,3	bDGlcp	102.82	68.01	85.02	69.38	74.66	68.60
6,6,3	bDGlcp	102.82	69.38	85.02	69.38	74.66	60.58
6,6	bDGlcp	102.82	68.01	85.02	69.38	74.66	68.60
6	bDGlcp	102.82	69.38	72.70	69.38	74.66	68.60
	bDGlcp	102.82	69.38	72.70	69.38	74.66	68.60

There is only one chemically distinct structure:

*OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC[C@H]3O[C@@H](OC[C@H]4O[C@@H](OC[C@H]5O[C@@H](*)[C@H](O)[C@@H](O)[C@@H]5O)[C@H](O)[C@@H](O)[C@@H]4O)[C@H](O)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O[C@@H]5O[C@H](CO[C@H]6O[C@H](CO)[C@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O)[C@H]4O)[C@@H]3O)[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize