加拿大一枝黄花中一个新的六取代异戊酰基蔗糖衍生物  

A new hexa-substituted isovaleryl sucrose derivative from Solidago canadensis Lour

作　　者：钱启超 董俊芳 史路利 乔温皓 李世香 胡炜彦 张荣平 陈兴龙 QIAN Qi-chao;DONG Jun-fang;SHI Lu-li;QIAO Wen-hao;LI Shi-xiang;HU Wei-yan;ZHANG Rong-ping;CHEN Xing-long(School of Chinese Materia Medica&Yunnan Key Laboratory of Southern Medicine Utilization,Yunnan University of Chinese Medicine,Kunming 650500,China;School of Pharmaceutical Science&Yunnan Key Laboratory of Pharmacology for Natural Products,Kunming Medical University,Kunming 650500,China)

机构地区：[1]云南中医药大学中药学院暨云南省南药可持续利用研究重点实验室,云南昆明650500 [2]昆明医科大学药学院暨云南省天然药物药理重点实验室,云南昆明650500

出　　处：《药学学报》2025年第4期1052-1058,共7页Acta Pharmaceutica Sinica

基　　金：云南省兴滇英才-青年人才项目(XDYC-QNRC-2022-0271);云南省基础研究计划-中医联合专项-面上项目(202101AZ070001-222);“云岭学者”支持计划(YNWR-YLXZ-2019-019);云南省重点领域科技计划项目(202303AC100025);云南省南药可持续利用重点实验室开放课题(202105AG070012XS23086)。

摘　　要：本文对加拿大一枝黄花的化学成分进行研究,运用硅胶、微孔树脂、Rp^(-1)8、Sephadex LH-20柱色谱等技术,从加拿大一枝黄花的甲醇提取物中分离得到一个新的蔗糖衍生物。利用一维、二维核磁共振波谱、高分辨质谱和酸水解等方法将其鉴定为2,4,6,1′,3′,6′-O-六异戊酰基蔗糖(2,4,6,1′,3′,6′-O-hexaisovaleryl sucrose)。并运用高分辨质谱对其质谱裂解行为进行解析,发现化合物1容易断裂糖苷键,产生分子量为m/z 415的碎片离子。碎片离子m/z415继续以中性或者非中性的形式丢失异戊酰基碎片,产生一系列子离子。化合物1在5、10和20μmol·L^(-1)浓度下能够抑制脂多糖(lipopolysaccharide,LPS)诱导的小胶质细胞(BV2)炎症损伤模型的NO生成,表现出神经保护作用,测得其NO半数抑制率(IC_(50))为13.96±0.78μmol·L^(-1)。It aimed to research the chemical constituents of Solidago canadensis Lour.A new sucrose derivative was isolated from the the methanol extract of Solidago canadensis Lour.with the technologies of silica gel,microporous resin,Rp^(-1)8,and Sephadex LH-20 column chromatography.It was identified as 2,4,6,1′,3′,6′-Ohexaisovaleryl sucrose by 1D NMR,2D NMR,high-resolution mass spectrometry,and acid hydrolysis method.Its mass spectrometry fragmentation behaviors were analyzed using high-resolution mass spectrometry and found that compound 1 was easy to break the glycosidic bond to produce the fragment at m/z 415.The ion at m/z 415continued to eliminate the isovaleryl group as neutral or non-neutral form to generate a series of daughter ions.Compound 1 could inhibit NO production on LPS-induced neuroinflammatory responses in BV2 microglial cells at the concentrations of 5,10,and 20 μmol·L^(-1) to exhibit neuroprotective effect.Its half maximal inhibition rate of NO was measured to be 13.96 ± 0.78 μmol·L^(-1).

关 键 词：加拿大一枝黄花 化学成分 异戊酰基蔗糖衍生物 MS/MS裂解行为 神经保护作用 

分 类 号：R284[医药卫生—中药学]