Dereplication-guided isolation of a new indole alkaloid triglycoside from the hooks of Uncaria rhynchophylla by LC with ion trap time-of-flight MS

Dereplication-guided isolation of a new indole alkaloid triglycoside from the hooks of Uncaria rhynchophylla by LC with ion trap time-of-flight MS
复制标题

通过 LC 和离子阱飞行时间 MS 在去重复引导下从钩藤钩中分离出一种新的吲哚生物碱三糖苷

DOI:
10.1002/jssc.201701175
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发表时间:
2017
影响因子:
3.1
通讯作者:
Chang-An Geng
Chang-An Geng
中科院分区:
工程技术3区
文献类型:
--
作者:
Jian-Gang Zhang;Xiao-Yan Huang;Yun-Bao Ma;Xue-Mei Zhang;Ji-Jun Chen;Chang-An Geng

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钩藤 (Uncaria rhynchophylla) (勾藤) 为多种方剂 (复方) 的君草,例如: “天麻钩藤饮”、“苓角钩藤饮”、“益肝散”是中国药典收载的治疗精神、心血管疾病的名贵中药。在中药体系中,只有带钩的茎被用作钩藤的原料,而钩总是被认为比茎更有效。注重单味药及其复方的有效成分,是中药理论还原论的核心思想。对 U 的钩子进行详细的液相色谱和质谱分析。进行了基于串联质谱碎裂和紫外吸收分析的化学成分分析。在离子阱/飞行时间质谱联用液相色谱法的指导下,从U的钩子中分离出了一种新的吲哚生物碱三糖苷(1)以及5种已知的化合物2-6作为主要成分。 rhynchophyllaby通过各种柱色谱方法。化合物 1 对 MT1 和 MT2 褪黑激素受体表现出中等活性,浓度为 1 mM 时,激动率为 79.6% 和 46.3%。这种去重复策略同样适用于通过定向纯化快速揭示其他中药的活性成分。
Uncaria rhynchophylla(Gou‐Teng) as the monarch herb of many formulae (Fufang), e.g. “Tian‐Ma‐Gou‐Teng‐Yin,” “Ling‐Jiao‐Gou‐Teng‐Yin,” and “Yi‐Gan‐San”, is a famous traditional Chinese medicine documented in the Chinese pharmacopoeia for mental and cardiovascular diseases. In the traditional Chinese medicine system, only the hook‐bearing stems are used as the crude materials for Gou‐Teng, and the hooks are always considered more effective than the stems. Focusing on the mono‐herb and its active constituents from combinatorial formulae is the core idea of reductionism of traditional Chinese medicine theory. Detailed liquid chromatography with mass spectrometry analysis on the hooks ofU. rhynchophyllawas performed to profile the chemical constituents based on tandem mass spectrometry fragmentation and UV absorption. Under the guidance of liquid chromatography with ion trap/time‐of‐flight mass spectrometry, one new indole alkaloid triglycoside (1), together with five known compounds2–6as the main constituents, were isolated from the hooks ofU. rhynchophyllaby various column chromatography methods. Compound1showed moderate activity on MT1and MT2melatonin receptors with agonistic rates of 79.6 and 46.3% at the concentration of 1 mM. This dereplication strategy can be equally applicable to rapidly disclose the active constituents of other Chinese herbs through targeted purification.