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独行菜种子中的黄酮苷及其生物活性。

Flavonoid glycosides in Lepidium sativum seeds and their bioactivities.

作者信息

Shybyray Yergazy, Liu Liu, Zhao Haiqing, Li Jun, Aisa Haji Akber

机构信息

State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, and Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Urumqi, 830011, Xinjiang, China; University of Chinese Academy of Sciences, Beijing, 100039, China; The Research Center for Medicinal Plants, Al-Farabi Kazakh National University, al-Farabiave. 71, Almaty, 050040, Kazakhstan.

State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, and Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Urumqi, 830011, Xinjiang, China.

出版信息

Phytochemistry. 2025 May;233:114410. doi: 10.1016/j.phytochem.2025.114410. Epub 2025 Jan 18.

DOI:10.1016/j.phytochem.2025.114410
PMID:39832632
Abstract

Twelve flavonoid glycosides including five undescribed ones, lepisativutimines Q-U, were isolated and identified from Lepidium sativum seeds. Acid hydrolysis followed by acetic derivatization and GC analysis were conducted to determine the absolute configurations for sugars. Lepisativutimine U and beitingxinhuangtong A were uncommon kaempferol 8-S-glycosides, and complete NMR data of beitingxinhuangtong A were provided for the first time. Mass fragmentation pathways of isolated compounds were deduced based on their MS/MS data, and characteristic mass fragmentation patterns were summarized. Lepisativutimine U and kaempferol-7-O-α-l-rhamnopyranoside exhibited weak anti-diabetic activity against PTP1B with IC values of 60.58 ± 3.53 and 33.90 ± 2.89 μM, respectively, quercetin-7-O-α-l-rhamnopyranoside displayed significant anti-diabetic activity against α-glucosidase with an IC value of 25.96 ± 0.30 μM, and kaempferol 3-O-β-d-glucopyranosyl-(1 → 2)-β-d-galactopyranoside-7-O-α-l-rhamnopyranoside and kaempferol-7-O-α-l-rhamnopyranoside showed weak inhibitory activity against NO release in LPS-induced RAW264.7 cells with IC values of 92.28 ± 4.19 and 40.77 ± 1.50 μM, respectively.

摘要

从独行菜种子中分离并鉴定出12种黄酮苷,其中包括5种未描述过的化合物,即独行菜苷Q-U。通过酸水解、乙酸衍生化和气相色谱分析来确定糖的绝对构型。独行菜苷U和北亭新黄酮A是罕见的山奈酚8-S-糖苷,首次提供了北亭新黄酮A的完整核磁共振数据。根据分离化合物的二级质谱数据推导其质谱裂解途径,并总结了特征性的质谱裂解模式。独行菜苷U和山奈酚-7-O-α-L-鼠李糖苷对蛋白酪氨酸磷酸酶1B(PTP1B)表现出较弱的抗糖尿病活性,IC值分别为60.58±3.53和33.90±2.89μM;槲皮素-7-O-α-L-鼠李糖苷对α-葡萄糖苷酶表现出显著的抗糖尿病活性,IC值为25.96±0.30μM;山奈酚3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃半乳糖苷-7-O-α-L-鼠李糖苷和山奈酚-7-O-α-L-鼠李糖苷对脂多糖诱导的RAW264.7细胞中一氧化氮释放表现出较弱的抑制活性,IC值分别为92.28±4.19和40.77±1.50μM。

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