TY - JOUR
T1 - Isolation of isocoumarins and flavonoids as α-glucosidase inhibitors from Agrimonia pilosa L.
AU - Park, Mi Jin
AU - Kang, Young Hwa
N1 - Publisher Copyright:
© 2020 by the authors. Licensee MDPI, Basel, Switzerland.
PY - 2020/6
Y1 - 2020/6
N2 - Agrimonia pilosa L. (AP) showed potent α-glucosidase inhibitory (AGI) activity, but it is uncertain what phytochemicals play a key factor. The phytochemical study of AP based on AGI activity led to the isolation of four isocoumarins; agrimonolide (1), agrimonolide-6-O-β-Dglucopyranoside (2), desmethylagrimonolide (3), desmethylagrimonolide-6-O-β-Dglucopyranoside (4), and four flavonoids; luteolin (5), quercetin (6), vitexin (7), and isovitexin (8). The four isocoumarins were isolated as α-glucosidase inhibitors for the first time. Isocoumarins, compound 1 (agrimonolide) and 3 (desmethylagrimonolide) showed strong α-glucosidase inhibitory activities with IC50 values of 24.2 and 37.4 μM, respectively. Meanwhile, isocoumarin and flavonoid glycosides showed weak AGI activity. In the kinetic analysis, isocoumarins, compounds 1 and 3 showed non-competitive inhibition, whereas flavonoid, compound 6 showed competitive inhibition.
AB - Agrimonia pilosa L. (AP) showed potent α-glucosidase inhibitory (AGI) activity, but it is uncertain what phytochemicals play a key factor. The phytochemical study of AP based on AGI activity led to the isolation of four isocoumarins; agrimonolide (1), agrimonolide-6-O-β-Dglucopyranoside (2), desmethylagrimonolide (3), desmethylagrimonolide-6-O-β-Dglucopyranoside (4), and four flavonoids; luteolin (5), quercetin (6), vitexin (7), and isovitexin (8). The four isocoumarins were isolated as α-glucosidase inhibitors for the first time. Isocoumarins, compound 1 (agrimonolide) and 3 (desmethylagrimonolide) showed strong α-glucosidase inhibitory activities with IC50 values of 24.2 and 37.4 μM, respectively. Meanwhile, isocoumarin and flavonoid glycosides showed weak AGI activity. In the kinetic analysis, isocoumarins, compounds 1 and 3 showed non-competitive inhibition, whereas flavonoid, compound 6 showed competitive inhibition.
KW - Agrimonia pilosa L.
KW - Flavonoid
KW - Industrial source
KW - Isocoumarin
KW - Structure-activity relationship
KW - α-glucosidase inhibitory activity
UR - http://www.scopus.com/inward/record.url?scp=85085908867&partnerID=8YFLogxK
U2 - 10.3390/molecules25112572
DO - 10.3390/molecules25112572
M3 - Article
C2 - 32486502
AN - SCOPUS:85085908867
SN - 1420-3049
VL - 25
JO - Molecules
JF - Molecules
IS - 11
M1 - 2572
ER -