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从辽东楤木中分离出一种抗炎化合物及其串联质谱裂解分析

Isolation and tandem mass fragmentations of an anti-inflammatory compound from Aralia elata.

作者信息

Lee Ju Hyeon, Ha Young Wan, Jeong Choon Sik, Kim Yeong Shik, Park Youmie

机构信息

Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea.

出版信息

Arch Pharm Res. 2009 Jun;32(6):831-40. doi: 10.1007/s12272-009-1603-5. Epub 2009 Jun 26.

Abstract

One-step isolation of a saponin from Aralia elata was undertaken using high-speed countercurrent chromatography coupled with evaporative light scattering detection. A triterpenoid saponin, elatoside F, was purified with 96.8% purity using a two-phase-system comprising chloroform-methanol-water-isopropanol. The yield was 35.0 mg from 348.2 mg of the enriched saponin fraction. In vitro anti-inflammatory study demonstrated that elatoside F inhibited lipopolysaccharide-induced nitric oxide production, as well as nuclear factor kappaB activation, in a dose-dependent manner. Two types of mass ionization technique were compared on elatoside F to investigate characteristic fragmentation patterns. MALDI-TOF tandem mass spectrometric fragmentation patterns of sodiated ions provided structural information on glycosidic cleavages and on extensive cross-ring cleavages. Electrospray ionization multiple-stage tandem mass fragmentation of both sodiated and lithiated ions could provide information on glycosidic cleavages. All observed tandem mass fragmentation spectra provided valuable elatoside F structural information when unknown samples from crude extracts are under screening by mass spectrometry.

摘要

采用高速逆流色谱结合蒸发光散射检测法从辽东楤木中一步分离出一种皂苷。使用氯仿 - 甲醇 - 水 - 异丙醇组成的两相系统,以96.8%的纯度纯化得到三萜皂苷刺楤木苷F。从348.2 mg富集的皂苷馏分中得到35.0 mg的刺楤木苷F。体外抗炎研究表明,刺楤木苷F以剂量依赖性方式抑制脂多糖诱导的一氧化氮生成以及核因子κB的激活。对刺楤木苷F比较了两种质量电离技术以研究其特征性裂解模式。钠化离子的基质辅助激光解吸电离飞行时间串联质谱裂解模式提供了糖苷裂解和广泛的跨环裂解的结构信息。钠化和锂化离子的电喷雾电离多级串联质谱裂解能够提供糖苷裂解的信息。当通过质谱对粗提物中的未知样品进行筛选时,所有观察到的串联质谱裂解光谱都能提供关于刺楤木苷F的有价值的结构信息。

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