GC-MS, LC-MSn, LC-high resolution-MSn, and NMR studies on the metabolism and toxicological detection of mesembrine and mesembrenone, the main alkaloids of the legal high “Kanna” isolated from Sceletium tortuosum

GC-MS, LC-MSn, LC-high resolution-MSn, and NMR studies on the metabolism and toxicological detection of mesembrine and mesembrenone, the main alkaloids of the legal high “Kanna” isolated from Sceletium tortuosum
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GC-MS、LC-MSn、LC-高分辨率 MSn 和 NMR 研究了从 Sceletium tortuosum 中分离的合法高“Kanna”的主要生物碱 mesembrine 和 mesembrenone 的代谢和毒理学检测

DOI:
10.1007/s00216-014-8109-9
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发表时间:
2015
影响因子:
4.3
通讯作者:
Maurer HH
Maurer HH
中科院分区:
化学2区
文献类型:
--
作者:
Meyer GM;Wink CS;Zapp J;Maurer HH

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Mesembrine和mesembrenone是Sceletium tortuosum的主要生物碱,Sceletium tortuosum是一种被南非部落KhoiSan(以前称为Hottentots)用于镇静和镇痛的植物物种。发酵后,获得的制剂称为Kanna或Kougoed,通过咀嚼,吸烟或嗅闻使用。如今,加奈因法律的高度而受到吸毒者的欢迎。为了监测这种消费,代谢研究是强制性的,因为代谢物主要是分析目标,特别是在尿液中。因此,在几次样品处理程序后,在大鼠尿液和合并人肝脏制备物中研究了两种生物碱的代谢。由于这两种生物碱都不是市售的,因此通过索氏提取从植物材料中分离它们,并通过NMR确认它们的身份。采用气相色谱-质谱(GC-MS)和液相色谱-线性离子阱高分辨质谱(LC-HRMSn)鉴定代谢产物。这两种生物碱在不同的位置O-和N-脱甲基化,二水合,和/或羟基化。酚类代谢物部分以葡糖苷酸和/或硫酸盐形式排泄。大多数I相代谢产物在
Mesembrine and mesembrenone are the main alkaloids of Sceletium tortuosum, a plant species that was used for sedation and analgesia by the KhoiSan, previously known as Hottentots, a tribe in South Africa. After fermentation, the obtained preparation called Kanna or Kougoed was used by chewing, smoking, or sniffing. Today, Kanna gains popularity by drug users as legal high. For monitoring such consumption, metabolism studies are mandatory because the metabolites are mostly the analytical targets, especially in urine. Therefore, the metabolism of both alkaloids was investigated in rat urine and pooled human liver preparations after several sample work-up procedures. As both alkaloids were not commercially available, they were isolated from plant material by Soxhlet extraction, and their identity confirmed by NMR. The metabolites were identified using gas chromatographymass spectrometry (GC-MS) and liquid chromatography coupled to linear ion trap high resolution mass spectrometry (LC-HRMSn). Both alkaloids were O-and N-demethylated, dihydrated, and/or hydroxylated at different positions. The phenolic metabolites were partly excreted as glucuronides and/or sulfates. Most of the phase I metabolites identified in
非水毛细管电泳质谱法对 Sceletium tortuosum 中的 mesembrine 生物碱进行法医分析
DOI: --
发表时间: 2012
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影响因子: 2.9
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Sceletium 生物碱的质谱
DOI: --
发表时间: 1976
期刊:
影响因子: --
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DOI: 10.1002/jms.2960
发表时间: 2012-02-01
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通讯作者: Maurer, Hans H.
DOI: --
发表时间: 1974
期刊:
影响因子: --
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DOI: 10.1089/acm.2012.0185
发表时间: 2013-11-01
影响因子: 2.6
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Nell, Haylene;Siebert, Mirna;Gericke, Nigel
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