Taxonomic group: fungi / Basidiomycota
(Phylum: Basidiomycota)
Organ / tissue: fruiting body
The structure was elucidated in this paperNCBI PubMed ID: 18789924Publication DOI: 10.1016/j.ejphar.2008.08.028Journal NLM ID: 1254354Publisher: Amsterdam: Elsevier
Correspondence: iacomini
ufpr.br
Institutions: Departamento de Bioquímica e Biologia Molecular, Universidade Federal do Paraná, Curitiba, Brazil, Departamento de Farmacologia, Universidade Federal do Paraná, Curitiba, Brazil, Departamento de Ciências Fisiológicas, Centro de Ciências Biológicas, Universidade Federal de Santa Catarina, Campus Universitário, Florianópolis, Brazil, Departamento de Pedagogia, Faculdade Doutor Leocádio José Correia, Curitiba, Brazil, Departamento de Ciências Fisiológicas, Centro de Ciências Biológicas, Universidade Federal de Santa Catarina, Campus Universitário, Trindade, Florianópolis, Brazil
A glucan was extracted with hotwater from the basidiomycete Pleurotus pulmonarius and shown to have a (1→3)-linked β-D-glucopyranosyl main-chain substituted at O-6 of every third unit by single β-D-glucopyranosyl nonreducing end units. This was shown by mono- and bidimensional nuclear magnetic resonance (NMR) spectroscopy, methylation analysis, and a controlled Smith degradation. The glucan was tested for its effects on the acetic acid-induced writhing reaction inmice, a typical model for quantifying inflammatory pain. It caused a marked and dose-dependent anti-inflammatory response, demonstrated by the inhibition of leukocytemigration to injured tissues (82±6%) with an ID50 of 1.19 (0.74–1.92) mg/kg. Furthermore, animals previously treated with the glucan (3 mg/kg i.p.), showed a reduction of 85±5% of writhes, after receiving the acetic acid injection. Furthermore, in the formalin test, the glucan (3–30 mg/kg, i.p.) also caused significant inhibition of both the early (neurogenic pain) and the late phases (inflammatory pain) of formalin-induced licking. However, it was more potent and effective in relation to the late phase of the formalin test, with mean ID50 values for the neurogenic and the inflammatory phases of >30 and 12.9 (6.7–24.6)mg/kg and the inhibitions observed were 43±5% and 96±4%, respectively. These data showed that the glucan had potent anti-inflammatory and analgesic (antinociceptive) activities, possibly by the inhibition of pro-inflammatory cytokines.
mushroom, β-glucan, chemical analysis, anti-inflammatory, Pleurotus pulmonarius, anti-inflammatory and analgesic effects, analgesic effects
Structure type: structural motif or average structure ; 100000-1000000
Location inside paper: Fig.1, table 1
Compound class: O-polysaccharide, glucan
Contained glycoepitopes: IEDB_1397514,IEDB_141806,IEDB_142488,IEDB_146664,IEDB_153543,IEDB_158555,IEDB_161166,IEDB_241101,IEDB_558869,IEDB_857743,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, methylation, GC-MS, acid hydrolysis, Smith degradation, biological assays, HPSEC-MALLS, extraction, acetylation, reduction, dialysis, precipitation, HMQC, centrifugation, TFA hydrolysis, borhydride reduction
Biological activity: reduction of leukocyte infiltration (total cell migration) induced by acetic acid; inhibition of pro-inflammatory cytokines (such as Interleukin-1β and TumorNecrosis Factor-α) released by the injurious injection
Related record ID(s): 43841, 45215, 48506
NCBI Taxonomy refs (TaxIDs): 28995Reference(s) to other database(s): GTC:G49144DY
Show glycosyltransferases
NMR conditions: in DMSO-d6 at 343 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
3,3,3 bDGlcp 103.0 72.6 86.2-86.5 68.5 76.4 60.9
3,3 bDGlcp 103.0 72.6 86.2-86.5 68.5 76.4 60.9
3,6 bDGlcp 103.0 73.6 76.6 70.3 76.4 60.9
3 bDGlcp 103.0 72.6 86.0 68.5 74.8 68.3
bDGlcp 103.0 72.6 86.2-86.5 68.5 76.4 60.9
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
3,3,3 bDGlcp 4.44 3.24 3.41 3.20 3.19 3.40-3.62
3,3 bDGlcp 4.44 3.24 3.41 3.20 3.19 3.40-3.62
3,6 bDGlcp 4.15 3.00 3.05 3.04 3.19 3.40-3.62
3 bDGlcp 4.44 3.24 3.41 3.20 3.42 3.48-3.98
bDGlcp 4.44 3.24 3.41 3.20 3.19 3.40-3.62
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
3,3,3 bDGlcp 103.0/4.44 72.6/3.24 86.2-86.5/3.41 68.5/3.20 76.4/3.19 60.9/3.40-3.62
3,3 bDGlcp 103.0/4.44 72.6/3.24 86.2-86.5/3.41 68.5/3.20 76.4/3.19 60.9/3.40-3.62
3,6 bDGlcp 103.0/4.15 73.6/3.00 76.6/3.05 70.3/3.04 76.4/3.19 60.9/3.40-3.62
3 bDGlcp 103.0/4.44 72.6/3.24 86.0/3.41 68.5/3.20 74.8/3.42 68.3/3.48-3.98
bDGlcp 103.0/4.44 72.6/3.24 86.2-86.5/3.41 68.5/3.20 76.4/3.19 60.9/3.40-3.62
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 3,3,3 | bDGlcp | 4.44 | 3.24 | 3.41 | 3.20 | 3.19 | 3.40
3.62 |
| 3,3 | bDGlcp | 4.44 | 3.24 | 3.41 | 3.20 | 3.19 | 3.40
3.62 |
| 3,6 | bDGlcp | 4.15 | 3.00 | 3.05 | 3.04 | 3.19 | 3.40
3.62 |
| 3 | bDGlcp | 4.44 | 3.24 | 3.41 | 3.20 | 3.42 | 3.48
3.98 |
| | bDGlcp | 4.44 | 3.24 | 3.41 | 3.20 | 3.19 | 3.40
3.62 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 3,3,3 | bDGlcp | 103.0 | 72.6 | 86.2
86.5 | 68.5 | 76.4 | 60.9 |
| 3,3 | bDGlcp | 103.0 | 72.6 | 86.2
86.5 | 68.5 | 76.4 | 60.9 |
| 3,6 | bDGlcp | 103.0 | 73.6 | 76.6 | 70.3 | 76.4 | 60.9 |
| 3 | bDGlcp | 103.0 | 72.6 | 86.0 | 68.5 | 74.8 | 68.3 |
| | bDGlcp | 103.0 | 72.6 | 86.2
86.5 | 68.5 | 76.4 | 60.9 |
|
There is only one chemically distinct structure:
Taxonomic group: fungi / Basidiomycota
(Phylum: Basidiomycota)
The structure was elucidated in this paperNCBI PubMed ID: 18789924Publication DOI: 10.1016/j.ejphar.2008.08.028Journal NLM ID: 1254354Publisher: Amsterdam: Elsevier
Correspondence: iacomini
ufpr.br
Institutions: Departamento de Bioquímica e Biologia Molecular, Universidade Federal do Paraná, Curitiba, Brazil, Departamento de Farmacologia, Universidade Federal do Paraná, Curitiba, Brazil, Departamento de Ciências Fisiológicas, Centro de Ciências Biológicas, Universidade Federal de Santa Catarina, Campus Universitário, Florianópolis, Brazil, Departamento de Pedagogia, Faculdade Doutor Leocádio José Correia, Curitiba, Brazil, Departamento de Ciências Fisiológicas, Centro de Ciências Biológicas, Universidade Federal de Santa Catarina, Campus Universitário, Trindade, Florianópolis, Brazil
A glucan was extracted with hotwater from the basidiomycete Pleurotus pulmonarius and shown to have a (1→3)-linked β-D-glucopyranosyl main-chain substituted at O-6 of every third unit by single β-D-glucopyranosyl nonreducing end units. This was shown by mono- and bidimensional nuclear magnetic resonance (NMR) spectroscopy, methylation analysis, and a controlled Smith degradation. The glucan was tested for its effects on the acetic acid-induced writhing reaction inmice, a typical model for quantifying inflammatory pain. It caused a marked and dose-dependent anti-inflammatory response, demonstrated by the inhibition of leukocytemigration to injured tissues (82±6%) with an ID50 of 1.19 (0.74–1.92) mg/kg. Furthermore, animals previously treated with the glucan (3 mg/kg i.p.), showed a reduction of 85±5% of writhes, after receiving the acetic acid injection. Furthermore, in the formalin test, the glucan (3–30 mg/kg, i.p.) also caused significant inhibition of both the early (neurogenic pain) and the late phases (inflammatory pain) of formalin-induced licking. However, it was more potent and effective in relation to the late phase of the formalin test, with mean ID50 values for the neurogenic and the inflammatory phases of >30 and 12.9 (6.7–24.6)mg/kg and the inhibitions observed were 43±5% and 96±4%, respectively. These data showed that the glucan had potent anti-inflammatory and analgesic (antinociceptive) activities, possibly by the inhibition of pro-inflammatory cytokines.
mushroom, β-glucan, chemical analysis, anti-inflammatory, Pleurotus pulmonarius, anti-inflammatory and analgesic effects, analgesic effects
Structure type: homopolymer
Location inside paper: p. 89, column 1, paragraph 3, Fig. 4
Trivial name: glucan, β-1,3-glucan, curdlan, curdlan-type polysaccharide 13140, paramylon, curdlan, laminarin, β-glucan, curdlan, β-(1,3)-glucan, β-(1,3)-glucan, curdlan, curdlan, β-1,3-glucan, paramylon, reserve polysaccharide, b-glucan, β-1,3-D-glucan, laminaran, botryosphaeran, laminaran type β-D-glucan, latiglucan I, pachymaran, Curdlan, zymosan A, β-glucan, curdlan, laminarin, zymosan, zymosan, glucan particles, zymosan, β-(1-3)-glucan, β-(1,3)-glucan, β-(1,3)glucan, pachymaran, D-glucan (DPn)540, pachyman, laminaran, curdlan, zymosan, zymosan, β-(1,3)-glucan, zymosan A, zymosan, β-1,3-glucan, curdlan, β-1,3-glucan, curdlan, β-1,3-glucan, curdlan, pachyman, β-(1,3)-glucan, curdlan, callose, a water-insoluble β-(1→3)-glucan, fermentum β-polysaccharide, water-insoluble glucan, callose, laminarin, alkali-soluble β-glucan (PeA3), alkali-soluble polysaccharide (PCAP)
Compound class: EPS, O-polysaccharide, cell wall polysaccharide, lipophosphoglycan, glycoprotein, LPG, glucan, cell wall glucan, polysaccharide, glycoside, β-glucan, β-1, 3-glucan
Contained glycoepitopes: IEDB_1397514,IEDB_142488,IEDB_146664,IEDB_153543,IEDB_158555,IEDB_161166,IEDB_558869,IEDB_857743,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, methylation, GC-MS, acid hydrolysis, Smith degradation, biological assays, HPSEC-MALLS, extraction, acetylation, reduction, dialysis, precipitation, HMQC, centrifugation, TFA hydrolysis, borhydride reduction
Comments, role: product of Smith degradation
Related record ID(s): 43842
NCBI Taxonomy refs (TaxIDs): 28995Reference(s) to other database(s): GTC:G51056AN, GlycomeDB:
157, CCSD:
50049, CBank-STR:4225, CA-RN: 51052-65-4, GenDB:FJ3380871.1
Show glycosyltransferases
NMR conditions: in DMSO-d6 at 343(C) K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
bDGlcp 102.9 72.9 86.2 68.5 76.4 61.0
1H NMR data:
missing...
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| | bDGlcp | 102.9 | 72.9 | 86.2 | 68.5 | 76.4 | 61.0 |
|
There is only one chemically distinct structure:
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