The most abundant polyphenol of soy leaves, coumestrol, displays potent α-glucosidase inhibitory activity

► Coumestrol shows the most potent α-glucosidase inhibition of all soy bean leaf extracts. ► Coumestrol starts to accumulate in soybean leaves from 84days after sowing. ► A new α-glucosidase inhibitor, Glyceollin V was isolated from soybean leaves. The leaves of soybean (Glycine max) were extracted...

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Bibliographic Details
Published in:Food chemistry 2011-06, Vol.126 (3), p.1057-1063
Main Authors: Yuk, Heung Joo, Lee, Jin Hwan, Curtis-Long, Marcus J., Lee, Ji Won, Kim, Young Soo, Ryu, Hyung Won, Park, Chung Gyoo, Jeong, Tae-Sook, Park, Ki Hun
Format: Article
Language:English
Subjects:
afromosin
alpha-glucosidase
Biological and medical sciences
chemical constituents of plants
Coumestrol
developmental stages
enzyme inhibition
extraction
Food industries
formononetin
Fundamental and applied biological sciences. Psychology
glyceofuran
glyceollin
Glycine max
inhibitory concentration 50
Isoflavones
isotrifoliol
leaves
phaseol
phenolic compounds
phytochemicals
plant development
plant extracts
polyphenols
Pterocarpans
solvents
Soy leaf
α-Glucosidase
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Summary:► Coumestrol shows the most potent α-glucosidase inhibition of all soy bean leaf extracts. ► Coumestrol starts to accumulate in soybean leaves from 84days after sowing. ► A new α-glucosidase inhibitor, Glyceollin V was isolated from soybean leaves. The leaves of soybean (Glycine max) were extracted into four different polar solvents: ethylacetate, butanol, ethanol and water. The ethylacetate extract (EE) showed the lowest IC50 value against α-glucosidase (70.1μg/ml). To investigate the compounds responsible for this effect, activity guided fractionation of soybean leaves by chromatography yielded seven phenolic compounds which were identified as formononetin (1), afromosin (2), coumestrol (3), isotrifoliol (4), phaseol (5), glyceofuran (6) and a new compound, glyceollin V (7). Importantly, coumestrol 3 was not only the most potent component with IC50=6.0μM, but also the most abundant polyphenol in soybean leaves. There was shown to be an increasing inhibition across the developmental stage of the plant, which correlated strongly with an increase in compound 3 in the leaves. In fact, we have shown it can comprise up to 65% of the polyphenols in the leaves by HPLC analysis.
ISSN:0308-8146
1873-7072
DOI:10.1016/j.foodchem.2010.11.125