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来自……叶子的非对映体1,6 - 二氧杂 - 7,9 - 二氮杂螺[4.5]癸 - 7 - 烯 - 8 - 胺类化合物鲁戈尼定A - F

Rugonidines A-F, Diastereomeric 1,6-Dioxa-7,9-diazaspiro[4.5]dec-7-en-8-amines from the Leaves of .

作者信息

Doan Thi-Phuong, Park Eun-Jin, Cho Hyo-Moon, Ryu Byeol, Lee Ba-Wool, Thuong Phuong-Thien, Oh Won-Keun

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.

Division of Herbal Products, Vietnam-Korea Institute of Science and Technology, Hanoi 10055, Vietnam.

出版信息

J Nat Prod. 2021 Dec 24;84(12):3055-3063. doi: 10.1021/acs.jnatprod.1c00785. Epub 2021 Nov 19.

Abstract

Rugonidines A-F (-), three pairs of novel configurationally semistable diastereomers featuring an unprecedented 1,6-dioxa-7,9-diazaspiro[4.5]dec-7-en-8-amine scaffold, were isolated from based on MS/MS-based molecular networking analysis. Their structures were elucidated by NMR spectroscopy in combination with quantum-chemical calculations. Compounds - showed a significant increase in glucose uptake level in differentiated 3T3-L1 adipocytes using 2-deoxy-2-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-d-glucose (2-NBDG) as a fluorescent-tagged glucose probe.

摘要

基于基于串联质谱的分子网络分析,从[具体来源未给出]中分离出了鲁戈尼定A - F(-),这是三对具有前所未有的1,6 - 二氧杂 - 7,9 - 二氮杂螺[4.5]癸 - 7 - 烯 - 8 - 胺骨架的新型构型半稳定非对映异构体。通过核磁共振光谱结合量子化学计算确定了它们的结构。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(2 - NBDG)作为荧光标记葡萄糖探针,化合物 - 在分化的3T3 - L1脂肪细胞中显示出葡萄糖摄取水平的显著增加。

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