Loading…

Pterocarpan Profiles for Soybean Leaves at Different Growth Stages and Investigation of Their Glycosidase Inhibitions

Soybean leaves are eaten as seasonal edible greens in Korea. Analysis of the ethyl acetate extract of these leaves showed that it exhibited potent and selective neuraminidase inhibition, which began at the R3 stage and peaked at R7. Ten pterocarpans, including the new 6a-hydroxypterocarpan 10, were...

Full description

Saved in:
Bibliographic Details
Published in:Journal of agricultural and food chemistry 2011-12, Vol.59 (23), p.12683-12690
Main Authors: Yuk, Heung Joo, Curtis-Long, Marcus J, Ryu, Hyung Won, Jang, Ki Chang, Seo, Woo Duck, Kim, Jun Young, Kang, Kyu Young, Park, Ki Hun
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Soybean leaves are eaten as seasonal edible greens in Korea. Analysis of the ethyl acetate extract of these leaves showed that it exhibited potent and selective neuraminidase inhibition, which began at the R3 stage and peaked at R7. Ten pterocarpans, including the new 6a-hydroxypterocarpan 10, were isolated from soybean leaves and their inhibition activities tested against a range of glycosidases. The relationship between structure and enzyme inhibition was investigated: 6a-hydroxypterocarpans exhibited much higher inhibition against neuraminidase (IC50 = 2.4–89.4 μM) than α-glucosidase (IC50 = 90.4– >100 μM). Glyceollin VII (7) displayed 40-fold greater activity (IC50 = 2.4 μM) against neuraminidase than α-glucosidase (IC50 = 90.4 μM). On the other hand, coumestanes (1–3) were good α-glucosidase inhibitors (IC50 = 6.0–42.6 μM). In kinetic analysis, the most potent neuraminidase inhibitors (5–10) were noncompetitive. HPLC analysis indicated that most pterocarpan synthesis began from the R3 stage, and a rapid change of pterocarpan concentrations was observed between the R4 and R7 stages.
ISSN:0021-8561
1520-5118
DOI:10.1021/jf203326c