Taxonomic group: fungi / Basidiomycota
(Phylum: Basidiomycota)
Organ / tissue: fruiting body
The structure was elucidated in this paperNCBI PubMed ID: 23072731Publication DOI: 10.1016/j.ijbiomac.2012.10.007Journal NLM ID: 7909578Publisher: Butterworth-Heinemann
Correspondence: Zhou Y <zhouyf383
nenu.edu.cn>
Institutions: School of Life Sciences, Northeast Normal University, Changchun, China, Department of Biology, Kinshasa University, Kinshasa, Congo
A (1→6)-β-D-glucan (WPLE-N-1) and two mannogalactoglucans (WPLE-N-2 and WPLE-N-3) were isolated from the basidiocarps of Lentinus edodes by hot water extraction, ethanol precipitation, anion exchange chromatography, and further purified by gel-permeation chromatography (GPC). Their structural features were investigated by high performance liquid chromatography (HPLC), high performance gel-permeation chromatography (HPGPC), methylation analysis, periodate oxidation-Smith degradation, Fourier transform-infrared (FT-IR) and NMR spectroscopy, including two-dimensional (2D) NMR. HPLC analysis revealed that WPLE-N-1 was mainly composed of glucose (92%) with small amount of galactose (3.9%) and mannose (4.1%), WPLE-N-2 and WPLE-N-3 contained mannose-galactose-glucose in the molar ratio of 10:27:63 and 5:12:83, respectively. GPC and HPGPC showed that WPLE-N-1, WPLE-N-2 and WPLE-N-3 are homogeneous fractions and their molecular weights were estimated to be 757.5 kDa, 20.9 kDa and 4.7 kDa, respectively. Chemical and spectroscopic studies indicated that WPLE-N-1 consisted of (1→6)-β-D-glucopyranosyl residues; while WPLE-N-2 and WPLE-N-3 were found to contain (1→6)-, (1→4)- and (1→3)-α-D-glucopyranosyl residues, (1→6)-α-D-galactopyranosyl residues, (1→3,6)- and (1→2,4)-α-D-mannopyranosyl residues and terminal residues of D-glucopyranosyl residues. On a preliminary bioactivity test, these three polysaccharides exhibited antitumor activity against Sarcoma S-180, Carcinoma HCT-116 and HT-29 in vitro. This finding suggests that mannogalactoglucan should be explored as potential antitumor agents and utilized as tumor cell growth inhibitors for food and pharmaceutical industries.
polysaccharides, Lentinus edodes, Fractionation, mannogalactoglucan, cell proliferation
Structure type: homopolymer ; 757500
Location inside paper: WPLE-N-1 fraction, Table 2
Compound class: glucan
Contained glycoepitopes: IEDB_135614,IEDB_141806,IEDB_142488,IEDB_146664,IEDB_241101,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, periodate oxidation, Smith degradation, HPLC, HPGPC, HMBC, Bradford method, HMQC, FT-IR, phenol-sulfuric assay
Biological activity: WPLE-N-1 fraction revealed in vitro cell proliferation ratio (%) of S-180 (100±0.16 (control), 46±0.40 (1 mg/mL), 16±0.01 (2 mg/mL), 3±0.01 (5 mg/mL)), HCT-116 (100±0.04 (control), 87±0.03 (1 mg/mL), 73±0.02 (2 mg/mL), 36±0.08 (5 mg/mL)) and HT-29 (100±0.07 (control), 99±0.05 (1 mg/mL), 79±0.02 (2 mg/mL), 47±0.02 (5 mg/mL)) cell lines
NCBI Taxonomy refs (TaxIDs): 5353Reference(s) to other database(s): GTC:G26777BZ
Show glycosyltransferases
NMR conditions: in D2O at 293 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
bDGlcp 103.21 72.02 74.87 68.47 73.87 59.70-67.80
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
bDGlcp 4.47 3.28 3.44 3.35 3.58 3.81-4.17
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
bDGlcp 103.21/4.47 72.02/3.28 74.87/3.44 68.47/3.35 73.87/3.58 59.70-67.80/3.81-4.17
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| | bDGlcp | 4.47 | 3.28 | 3.44 | 3.35 | 3.58 | 3.81
4.17 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| | bDGlcp | 103.21 | 72.02 | 74.87 | 68.47 | 73.87 | 59.70
67.80 |
|
There is only one chemically distinct structure:
Found 
report error