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Insecticidal and α-glucosidase inhibitory activities of chemical constituents from Viburnum fordiae Hance

Shao, Jian-Hua, Chen, Jia, Zhao, Chun-Chao, Shen, Jie, Liu, Wen-Yan, Gu, Wen-Yan, Li, Ke-Huan
Natural product research 2019 v.33 no.18 pp. 2662-2667
Mythimna separata, Viburnum, alcohols, alpha-glucosidase, chemical composition, enzyme inhibition, fractionation, glycosides, inhibitory concentration 50, lethal dose 50, nuclear magnetic resonance spectroscopy, spectral analysis, stems
The ethanolic extract of the stems of Viburnum fordiae Hance showed insecticidal and α-glucosidase inhibitory activities and then was fractionated by bioactivity-guided fractionation to obtain a rare C₁₃-norisoprenoid (1), together with a new phenolic glycoside (2), and seven known compounds, alangionoside C (3), pisumionoside (4), koaburaside (5), 3,5-dimethoxy-benzyl alcohol 4-O-β-d-glucopyranoside (6), 3,4,5-trimethoxybenzyl-β-d-glucopyranoside (7), arbutin (8), and salidroside (9). The previously undescribed compounds were elucidated as (3R,9R)-3-hydroxy-7,8-didehydro-β-ionyl 9-O-α-d-arabinopyranosyl-(1→6)-β-d-glucopyranoside (1) and 2-(4-O-β-d-glucopyranosyl)syringylpropane-1,3-diol (2) by spectroscopic data (¹H and ¹³C NMR, HSQC, HMBC, ¹H-¹H COSY, HSQC-TOCSY, HRESIMS, IR and ORD) and chemical methods. Compound 1 showed potent insecticidal effect against Mythimna separata with LD₅₀ value of 140 μg g⁻¹. Compounds 2, 5, 6, 8 and 9 showed varying α-glucosidase inhibitory activity with IC₅₀ values ranging from 148.2 to 230.9 μM.