化学
电喷雾电离
生物碱
质子化
碳-13核磁共振
圆二色性
二维核磁共振波谱
质子核磁共振
核磁共振波谱
质谱法
立体化学
叔胺
有机化学
色谱法
离子
作者
Jiangjian Xiao,Yingjie Wang,Yanqiu Yang,Jingyu Liu,Bin Lin,Yue Hou,Gang Chen,Ning Li
标识
DOI:10.1016/j.bioorg.2023.106717
摘要
1H NMR-guided fractionation led to the isolation of 16 alkaloids from the alkaloidal extract of Stephania longa, including 11 new hasubanan alkaloids (1–11) and five known alkaloids (12–16). Interestingly, compounds 2 and 11 are typically considered protonated tertiary amine compounds, whereas compounds 1 and 10 are regarded as oxidized versions of the corresponding compounds. Their gross structures were determined through an extensive analysis of spectroscopic data (NMR (nuclear magnetic resonance) and HRESIMS (high resolution electrospray ionization mass spectroscopy)), and their absolute configurations were established by comparing their experimental and calculated electronic circular dichroism (ECD) spectra. The new (3) and a known (12) compounds in all isolates displayed stronger antineuroinflammatory effects (IC50 values of 1.8 and 11.1 μM, respectively) than minocycline (IC50 value of 15.5 μM) against NO production on LPS-activated BV2 cells.
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