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Anti-alpha-glucosidase and anti-oxidative isoflavonoids from the immature fruits of Maclura tricuspidata

Authors
Jo, Yang HeeLee, SolipYeon, Sang WonRyu, Se HwanTurk, AymanHwang, Bang YeonHan, Yoo KyongLee, Ki YongLee, Mi Kyeong
Issue Date
2월-2022
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Keywords
Maclura tricuspidata; Moraceae; Immature fruits; Isoflavonoid; Macluraisoflavones A-O; alpha-Glucosidase; Radical scavenging
Citation
PHYTOCHEMISTRY, v.194
Indexed
SCIE
SCOPUS
Journal Title
PHYTOCHEMISTRY
Volume
194
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/135248
DOI
10.1016/j.phytochem.2021.113016
ISSN
0031-9422
Abstract
The composition of a plant, together with its efficacy, vary depending on its maturity and plant parts. In this study, the chemical constituents of immature fruits of Maclura tricuspidata (Moraceae) were investigated together with their anti-diabetic and antioxidant effects. A total of 34 compounds were isolated from the immature fruits of M. tricuspidata using various chromatographic methods. Structure elucidation using extensive spectroscopic analysis led to the characterization of isolated compounds as isoflavonoids with prenyl substituents. Among them, macluraisoflavones A-O were first isolated from nature. The anti-diabetic and antioxidant activity of the isolated compounds were also suggested by alpha-glucosidase inhibitory activity and DPPH radical scavenging activity, respectively. In particular, macluraisoflavone I, an isoflavonoid with 2,2-dimethylpyran and 2-hydroperoxy-3-methylbut-3-enyl moieties, showed potent alpha-glucosidase inhibitory activity and DPPH radical scavenging activity. Further molecular docking analysis suggested hydrogen bond and alkyl interactions between alpha-glucosidase and macluraisoflavone I. Therefore, the immature fruits of M. tricuspidata can be used as an important natural product with antioxidant and anti-diabetic properties.
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