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从. 中提取的葡萄糖摄取刺激三萜类化合物

Glucose Uptake-Stimulating Galloyl Ester Triterpenoids from .

机构信息

Korea Bioactive Natural Material Bank, Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.

出版信息

J Nat Prod. 2020 Oct 23;83(10):3093-3101. doi: 10.1021/acs.jnatprod.0c00645. Epub 2020 Sep 23.

DOI:10.1021/acs.jnatprod.0c00645
PMID:32965112
Abstract

Using molecular networking-guided isolation, three new galloyl ester triterpenoids (-), two new hexahydroxydiphenic acid-conjugated triterpenoids ( and ), and four known compounds (, , , and ) were isolated from the fruits and leaves of . The chemical structures of -, , and were elucidated on the basis of interpreting their NMR, HRESIMS, and ECD spectra. All compounds (-) 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 and resulted in a 1.5-fold increase in glucose uptake. Among them, compound from the fruits showed an upregulation of p-AMPK/AMPK ratio in differentiated C2C12 myoblasts to support the mechanism proposed of glucose uptake stimulation.

摘要

采用分子网络导向分离法,从的果实和叶子中分离得到三个新的没食子酰酯三萜(-)、两个新的六羟基二苯二酸共轭三萜(和)和四个已知化合物(、、、和)。基于对它们的 NMR、HRESIMS 和 ECD 光谱的解释,阐明了-、和的化学结构。使用 2-脱氧-2-[(7-硝基-2,1,3-苯并恶二唑-4-基)氨基]-d-葡萄糖作为荧光标记的葡萄糖探针,评估了所有化合物(-)在分化脂肪细胞中对葡萄糖摄取的刺激活性。化合物和导致葡萄糖摄取增加 1.5 倍。其中,来自果实的化合物显示出分化 C2C12 成肌细胞中 p-AMPK/AMPK 比值的上调,以支持所提出的葡萄糖摄取刺激机制。

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