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钝叶丁公藤茎中的酰基奎宁酸衍生物。

Acyl quinic acid derivatives from the stems of Erycibe obtusifolia.

作者信息

Liu Zhaozhen, Feng Ziming, Yang Yanan, Jiang Jianshuang, Zhang Peicheng

机构信息

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, PR China; Beijing Institute for Drug Control, Beijing 100035, PR China.

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, PR China.

出版信息

Fitoterapia. 2014 Dec;99:109-16. doi: 10.1016/j.fitote.2014.09.012. Epub 2014 Sep 22.

Abstract

Eleven new acyl quinic acid derivatives, 4-O-caffeoyl-3-O-syringoylquinic acid methyl ester (1), 4-O-caffeoyl-3-O-vanilloylquinic acid (2), 4-O-caffeoyl-3-O-vanilloylquinic acid methyl ester (3), 5-O-caffeoyl-3-O-vanilloylquinic acid (4), 5-O-caffeoyl-3-O-vanilloylquinic acid methyl ester (5), 5-O-caffeoyl-3-O-sinapoylquinic acid (6), 5-O-caffeoyl-4-O-vanilloylquinic acid (7), 4-O-(7‴S, 8‴R)-glycosmisoyl-5-O-caffeoylquinic acid methyl ester (8), 4-O-(7‴S, 8‴R)-glycosmisoyl-5-O-caffeoylquinic acid (9), 3-O-(7‴S, 8‴R)-glycosmisoyl-4-O-caffeoylquinic acid (10), and 3-O-(7‴S, 8‴R)-glycosmisoyl-4-O-caffeoylquinic acid methyl ester (11), have been isolated from the stems of Erycibe obtusifolia together with eight known compounds (12-19). Their structures were elucidated on the basis of spectroscopic data analysis (UV, IR, HRESIMS, CD, and 1D and 2D NMR) and chemical evidence. In in vitro assay, compounds 7 and 16-18 exhibited significant neuroprotective effects against rotenone induced PC12 cell damage at 10 μM.

摘要

从钝叶丁公藤茎中分离得到11个新的酰基奎宁酸衍生物,4-O-咖啡酰-3-O-丁香酰奎宁酸甲酯(1)、4-O-咖啡酰-3-O-香草酰奎宁酸(2)、4-O-咖啡酰-3-O-香草酰奎宁酸甲酯(3)、5-O-咖啡酰-3-O-香草酰奎宁酸(4)、5-O-咖啡酰-3-O-香草酰奎宁酸甲酯(5)、5-O-咖啡酰-3-O-芥子酰奎宁酸(6)、5-O-咖啡酰-4-O-香草酰奎宁酸(7)、4-O-(7‴S, 8‴R)-格密木酰-5-O-咖啡酰奎宁酸甲酯(8)、4-O-(7‴S, 8‴R)-格密木酰-5-O-咖啡酰奎宁酸(9)、3-O-(7‴S, 8‴R)-格密木酰-4-O-咖啡酰奎宁酸(10)和3-O-(7‴S, 8‴R)-格密木酰-4-O-咖啡酰奎宁酸甲酯(11),以及8个已知化合物(12 - 19)。通过光谱数据分析(紫外、红外、高分辨电喷雾电离质谱、圆二色光谱以及一维和二维核磁共振)和化学证据确定了它们的结构。体外实验中,化合物7以及16 - 18在10 μM浓度下对鱼藤酮诱导的PC12细胞损伤表现出显著的神经保护作用。

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