The incorporation of [5,6-13C2]Nicotinic acid into the tobacco alkaloids examined by the use of 13C nuclear magnetic resonance
The incorporation of [5,6-13C2]Nicotinic acid into the tobacco alkaloids examined by the use of 13C nuclear magnetic resonance
复制标题
使用 13C 核磁共振检测[5,6-13C2]烟酸掺入烟草生物碱
DOI：
10.1016/0045-2068(77)90029-3
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发表时间：
1977
影响因子：
5.1
通讯作者：
E. Leete
中科院分区：
文献类型：
--
作者：
E. Leete
以[14 C，13 C]碘甲烷为原料，经硝基甲烷、2-硝基乙醛肟、3-硝基喹啉、3-氨基喹啉和喹啉反应制得[5，6 - 14 C，13 C2]烟酸，总收率20%。将该材料施用于烟草（Nicotiana tabacum）和N. Glauca提供标记的假木贼碱、新烟草碱、烟碱和去甲烟碱。通过放射性分析和13 C NMR谱的检查，确定了这些生物碱的定性和定量掺入（0.07-4.5%特异性掺入）。在假木贼碱、尼古丁和去甲尼古丁中，在C-5和C-6的共振处观察到由于掺入的连续13 C原子的自旋-自旋耦合引起的共振。在anatabine中，在C-5，C-6，C-5′和C-6′发现了卫星。
[5,6-14C,13C2]Nicotinic acid was prepared from [14C,13C]methyl iodide via nitromethane, 2-nitroacetaldehyde oxime, 3-nitroquinoline, 3-aminoquinoline, and quinoline in 20% overall yield. Administration of this material toNicotiana tabacumandN. glaucaafforded labeled anabasine, anatabine, nicotine, and nornicotine. Qualitative and quantitative incorporation (0.07–4.5% specific incorporation) was determined by radioactive assay and by examination of the13C NMR spectra of these alkaloids. Satellites due to spin-spin coupling of the incorporated contiguous13C atoms were observed at the resonances due to C-5 and C-6 in anabasine, nicotine, and nornicotine. In anatabine, satellites were found at C-5, C-6, C-5′, and C-6′.