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Oleanane Triterpenoids from the Leaves of Gymnema inodorum and Their Insulin Mimetic Activities.
Journal of Natural Products ( IF 5.1 ) Pub Date : 2020-04-02 , DOI: 10.1021/acs.jnatprod.0c00051
Jin-Pyo An 1 , Eun Jin Park 1 , Byeol Ryu 1 , Ba Wool Lee 1 , Hyo Moon Cho 1 , Thi Phuong Doan 1 , Ha Thanh Tung Pham 2 , Won Keun Oh 1
Affiliation  

During an effort to find insulin mimetic compounds, the leaves of Gymnema inodorum were shown to have a stimulatory effect on glucose uptake in 3T3-L1 adipocyte cells. Bioassay-guided fractionation on a 70% ethanol extract of G. inodorum was applied to yield two new (1 and 2) and two known (8 and 9) oleanane triterpenoids with a methyl anthranilate moiety together with five further new oleanane triterpenoids (3-7). The chemical structures of all isolates were determined based on their spectroscopic data, including IR, UV, NMR, and mass spectrometric analysis. The isolated compounds (1-9) were determined for their stimulatory activities on glucose uptake in differentiated 3T3-L1 adipocyte cells using 2-deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-d-glucose (2-NBDG) as a fluorescent-tagged glucose probe. Three compounds (3, 5, and 9) showed stimulatory effects on the uptake of 2-NBDG in 3T3-L1 adipocyte cells. Chemicals with a methyl anthranilate moiety have been considered as crucial contributors of flavor odor in foods, and quantitative analysis showed the content of compound 8 to be 0.90 ± 0.01 mg/g of the total extract. These results suggest that the leaves of G. inodorum have the potential to be used as an antidiabetic functional food or tea.

中文翻译:

臭Gym叶中的齐墩果三萜及其胰岛素模拟活性。

在努力寻找胰岛素模拟化合物的过程中,无臭匙Gym藤的叶片显示出对3T3-L1脂肪细胞中葡萄糖摄取的刺激作用。应用生物测定引导的分馏技术,在70%的Inodorum乙醇提取物中产生两个新的(1和2)和两个已知的(8和9)带有邻氨基苯甲酸甲酯部分的齐墩果三萜,以及另外五个新的齐墩果三萜(3- 7)。所有分离物的化学结构都是基于其光谱数据确定的,包括IR,UV,NMR和质谱分析。使用2-deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino)测定分离的化合物(1-9)对分化的3T3-L1脂肪细胞中葡萄糖摄取的刺激活性] -d-葡萄糖(2-NBDG)作为荧光标记的葡萄糖探针。三种化合物(3、5,9)显示出对3T3-L1脂肪细胞中2-NBDG摄取的刺激作用。具有邻氨基苯甲酸甲酯部分的化学物质被认为是食品中气味的关键因素,定量分析表明,化合物8的含量为总提取物的0.90±0.01 mg / g。这些结果表明,香菇的叶子具有用作抗糖尿病功能食品或茶的潜力。
更新日期:2020-04-02
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