Production, isolation and structure determination of a novel beta-glucosidase inhibitor, cyclophellitol, from Phellinus sp.
In the course of our screening of beta-glucosidase inhibitor, a culture filtrate of a mushroom, Phellinus sp. strongly inhibited the enzyme activity. The active substance was isolated through charcoal separation, column chromatography and crystallization. Spectroscopic and crystallographic analysis revealed that it had a novel cyclitol structure, (1S,2R,3S,4R,5R,6R)-5-hydroxymethyl-7-oxabicyclo[4,1,0]heptane-2,3,4-tri ol, and we named it cyclophellitol. It inhibited almond-derived beta-glucosidase with an IC50 of 0.8 micrograms/ml.
Atsumi
S
S
Institute of Microbial Chemistry, Tokyo, Japan.
Umezawa
K
K
Iinuma
H
H
Naganawa
H
H
Nakamura
H
H
Iitaka
Y
Y
Takeuchi
T
T
D001487:Basidiomycota / Q000378:metabolism*; D003461:Crystallography; D003511:Cyclohexanols / Q000032:analysis / Q000494:pharmacology*; D005285:Fermentation; D005959:Glucosidases / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D001617:beta-Glucosidase / Q000037:antagonists & inhibitors*
D003511:Cyclohexanols; C063285:cyclophellitol; D005959:Glucosidases; D001617:beta-Glucosidase