Neszmélyi A, Kreher B, Müller A, Dorsch W, Wagner H
Central Research Institute for Chemistry, Hungarian Academy of Science, Budapest.
Planta Med. 1993 Apr;59(2):164-7. doi: 10.1055/s-2006-959635.
In the search for antiasthmatic principles in plant drugs, a bioguided fractionation of an alcoholic extract of Galphimia glauca was performed using a plethysmographic in vivo model. Tetragalloylquinic acid (G1), which was found together with other compounds (gallic acid, methyl gallate, ellagic acid, and flavonoid acylglycosides), showed the highest activity against bronchial hyperreactivity and allergic reactions. Using mass and NMR spectroscopy in combination with energy calculations, the structure G1 was elucidated as tetra-O-galloylquinic acid. Depending on the solvent used, the quinic acid skeleton can occupy a fixed conformation or several interconverting ones on the NMR time scale.
在寻找植物药中的抗哮喘成分时,使用体积描记法体内模型对光叶金虎尾的乙醇提取物进行了生物导向分级分离。与其他化合物(没食子酸、没食子酸甲酯、鞣花酸和黄酮酰基糖苷)一起发现的四没食子酰奎宁酸(G1)对支气管高反应性和过敏反应表现出最高活性。结合质谱、核磁共振光谱和能量计算,确定G1的结构为四 - O - 没食子酰奎宁酸。根据所用溶剂的不同,奎宁酸骨架在核磁共振时间尺度上可以占据固定构象或几种相互转化的构象。