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http://dx.doi.org/10.20307/nps.2022.28.3.143

α-Glucosidase Inhibitory Activity of Phenolic Compounds Isolated from the Stems of Caesalpinia decapetala var. japonica  

Le, Thi Thanh (College of Pharmacy, Drug Research and Development Center, Daegu Catholic University)
Ha, Manh Tuan (College of Pharmacy, Drug Research and Development Center, Daegu Catholic University)
Hoang, Le Minh (College of Pharmacy, Drug Research and Development Center, Daegu Catholic University)
Vu, Ngoc Khanh (College of Pharmacy, Drug Research and Development Center, Daegu Catholic University)
Kim, Jeong Ah (College of Pharmacy, Research Institute of Pharmaceutical Science, Kyungpook National University)
Min, Byung Sun (College of Pharmacy, Drug Research and Development Center, Daegu Catholic University)
Publication Information
Natural Product Sciences / v.28, no.3, 2022 , pp. 143-152 More about this Journal
Abstract
In our study, sixteen known phenolic compounds, including quercetin (1), methyl gallate (2), caesalpiniaphenol C (3), 8S,8'S,7'R-(-)-lyoniresinol (4), 7,3',5'-trihydroxyflavanone (5), sappanchalcone (6), sappanone A (7), taxifolin (8), fisetin (9), fustin (10), (+)-catechin (11), brazilin (12), 3,4,5-trimethoxyphenyl β-ᴅ-glucopyranoside (13), 1-(2-methylbutyryl)phloroglucinol-glucopyranoside (14), (+)-epi-catechin (15), and astragalin (16) and one mixture of two conformers of protosappanin B (17/18) were isolated from the stems of Caesalpinia decapetala var. japonica. Their structures were elucidated based on a comparison of their physicochemical and spectral data with those of literature. To the best of our knowledge, this represents the first isolation of compounds 3, 4, 8, 9, and 10 from C. decapetala and compounds 13 and 14 from the Caesalpinia genus. All the isolated compounds were evaluated for their inhibitory effect against the α-glucosidase enzyme. Among them, two flavonols (1 and 9), one chalcone (6), and one homoisoflavanone (7) exhibited an inhibitory effect on α-glucosidase action with an IC50 range value of 5.08-15.01 μM, stronger than that of the positive control (acarbose, IC50 = 152.22 μM). Kinetic analysis revealed that compounds 1 and 9 showed non-competitive α-glucosidase inhibition, while the inhibition type was mixed for compounds 6 and 7.
Keywords
Caesalpinia decapetala var. japonica; Leguminosae; flavonoids; anti-diabetic; ${\alpha}$-glucosidase;
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