A 3-O-methylated mannogalactan from Pleurotus pulmonarius: structure and antinociceptive effect.
A polysaccharide (Mw 2.39x10(4)g/mol) was extracted with cold water from the basidiomycete Pleurotus pulmonarius, and its antinociceptive and anti-inflammatory properties were evaluated. It was a mannogalactan (MG), whose structure was characterized using mono- and two-dimensional NMR spectroscopy, methylation analysis, and a controlled Smith degradation. It had a main chain of (1-->6)-linked alpha-D-galactopyranosyl and 3-O-methyl-alpha-D-galactopyranosyl units, both of which are partially substituted at O-2 by beta-D-mannopyranosyl non-reducing ends. The MG was tested for its effects on the acetic acid-induced writhing reaction in mice, a typical model for inflammatory pain, causing a marked and dose-dependent inhibition of the nociceptive response, with ID50 of 16.2 (14.7-17.7)mg/kg and inhibition of 93+/-3% at a dose of 30mg/kg. An inflammatory response was not inhibited.
Smiderle
F R
FR
Departamento de Bioquímica e Biologia Molecular, Universidade Federal do Paraná, CP 19046, 81531-980 Curitiba PR, Brazil.
Olsen
L M
LM
Carbonero
E R
ER
Marcon
R
R
Baggio
C H
CH
Freitas
C S
CS
Santos
A R S
AR
Torri
G
G
Gorin
P A J
PA
Iacomini
M
M
D000700:Analgesics / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D000818:Animals; D005685:Galactans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D007249:Inflammation / Q000188:drug therapy; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008745:Methylation; D051379:Mice; D010146:Pain / Q000188:drug therapy; D020076:Pleurotus / Q000737:chemistry*
D000700:Analgesics; D005685:Galactans