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Bioassay-guided isolation of α-Glucosidase inhibitory constituents from Hypericum sampsonii
Tao,Linlan; Xu,Shuangyu; Zhang,Zizhen; Li,Yanan; Yang,Jue; Gu,Wei; Yi,Ping; Hao,Xiaojiang; Yuan,Chunmao
2023
发表期刊CHINESE JOURNAL OF NATURAL MEDICINES
ISSN1875-5364
卷号21期号:6页码:443-453
摘要This study employed the alpha-glucosidase inhibitory activity model as an anti-diabetic assay and implemented a bioactivity-guided isolation strategy to identify novel natural compounds with potential therapeutic properties. Hypericum sampsonii was investigated, leading to the isolation of two highly modified seco-polycyclic polyprenylated acylphloroglucinols (PPAPs) (1 and 2), eight phenolic derivatives (3-10), and four terpene derivatives (11-14). The structures of compounds 1 and 2, featuring an unprecedented octahydro-2H-chromen-2-one ring system, were fully characterized using extensive spectroscopic data and quantum chemistry calculations. Six compounds (1, 5-7, 9, and 14) exhibited potential inhibitory effects against a-glucosidase, with IC50 values ranging from 0.050 +/- 0.0016 to 366.70 +/- 11.08 mu g center dot mL(-1). Notably, compound 5 (0.050 +/- 0.0016 mu g center dot mL(-1)) was identified as the most potential aglucosidase inhibitor, with an inhibitory effect about 6900 times stronger than the positive control, acarbose (IC50 = 346.63 +/- 15.65 mu g center dot mL(-1)). A docking study was conducted to predict molecular interactions between two compounds (1 and 5) and a-glucosidase, and the hypothetical biosynthetic pathways of the two unprecedented seco-PPAPs were proposed.
关键词Hypericum sampsonii Chemical constituents Structure elucidation alpha-Glucosidase Molecular docking POLYCYCLIC POLYPRENYLATED ACYLPHLOROGLUCINOLS POTENT INHIBITORS SPECTROSCOPY DERIVATIVES CHEMISTRY AMYLASE ROOTS
DOI10.1016/S1875-5364(23)60472-8
收录类别SCI
WOS记录号WOS:001037045400001
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/75449
专题中国科学院昆明植物研究所
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Tao,Linlan,Xu,Shuangyu,Zhang,Zizhen,et al. Bioassay-guided isolation of α-Glucosidase inhibitory constituents from Hypericum sampsonii[J]. CHINESE JOURNAL OF NATURAL MEDICINES,2023,21(6):443-453.
APA Tao,Linlan.,Xu,Shuangyu.,Zhang,Zizhen.,Li,Yanan.,Yang,Jue.,...&Yuan,Chunmao.(2023).Bioassay-guided isolation of α-Glucosidase inhibitory constituents from Hypericum sampsonii.CHINESE JOURNAL OF NATURAL MEDICINES,21(6),443-453.
MLA Tao,Linlan,et al."Bioassay-guided isolation of α-Glucosidase inhibitory constituents from Hypericum sampsonii".CHINESE JOURNAL OF NATURAL MEDICINES 21.6(2023):443-453.
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