Glucose Uptake-Stimulating Galloyl Ester Triterpenoids from Castanopsis sieboldii.,Journal of Natural Products

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Glucose Uptake-Stimulating Galloyl Ester Triterpenoids from Castanopsis sieboldii.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-09-23 , DOI: 10.1021/acs.jnatprod.0c00645
Hyun Woo Kim ₁ , Eun Jin Park ₁ , Hyo Moon Cho ₁ , Jin-Pyo An ₁ , Young Won Chin ₁ , Jinwoong Kim ₁ , Sang Hyun Sung ₁ , Won Keun Oh ₁

Affiliation

Using molecular networking-guided isolation, three new galloyl ester triterpenoids (1–3), two new hexahydroxydiphenic acid-conjugated triterpenoids (6 and 7), and four known compounds (4, 5, 8, and 9) were isolated from the fruits and leaves of Castanopsis sieboldii. The chemical structures of 1–3, 6, and 7 were elucidated on the basis of interpreting their NMR, HRESIMS, and ECD spectra. All compounds (1–9) were evaluated for their glucose uptake-stimulating activities in differentiated adipocytes using 2-deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-d-glucose as a fluorescent-tagged glucose probe. Compounds 2 and 9 resulted in a 1.5-fold increase in glucose uptake. Among them, compound 2 from the fruits showed an upregulation of p-AMPK/AMPK ratio in differentiated C2C12 myoblasts to support the mechanism proposed of glucose uptake stimulation.

中文翻译：

来自 Castanopsis sieboldii 的刺激葡萄糖摄取的没食子酰酯三萜。

使用分子网络引导分离，从果实中分离出三种新的没食子酰酯三萜 ( 1 – 3 )、两种新的六羟基联苯酸共轭三萜 ( 6和7 ) 和四种已知化合物 ( 4、5、8和9 )和栲叶。的化学结构1 - 3，6，和7分别鉴定其解释NMR，HRESIMS，和ECD光谱的基础上。所有化合物 ( 1 – 9) 使用 2-deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino] -d -glucose 作为荧光标记的葡萄糖评估它们在分化脂肪细胞中的葡萄糖摄取刺激活性探测。化合物2和9导致葡萄糖摄取增加 1.5 倍。其中，果实中的化合物2在分化的 C2C12 成肌细胞中显示出 p-AMPK/AMPK 比率的上调，以支持所提出的葡萄糖摄取刺激机制。

更新日期：2020-10-26

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