CARBON-13 NUCLEAR MAGNETIC RESONANCE- ACONITINE-TYPE DITERPENOID ALKALOIDS FROM ACONITUM AND DELPHINIUM SPECIES

CARBON-13 NUCLEAR MAGNETIC RESONANCE- ACONITINE-TYPE DITERPENOID ALKALOIDS FROM ACONITUM AND DELPHINIUM SPECIES
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DOI:
10.1002/chin.197628044
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发表时间:
1976-07
期刊:
ChemInform
影响因子:
--
通讯作者:
S. Pelletier;Z. Djarmati
S. Pelletier;Z. Djarmati
中科院分区:
其他
文献类型:
--
作者:
S. Pelletier;Z. Djarmati

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在25.03 MHz的傅里叶变换下,获得了乌头碱型二萜生物碱乌头碱、中乌头碱、脱氧乌头碱、德尔菲碱- 9、chasmanine、德尔菲碱、新碱、康德菲碱、异戊嗪以及17个相关衍生物的13C核磁共振波谱。由于每个碳原子的信号已经被分配,并且一些先前在烷胺,delphonine和生物碱,isotalatizidine中发表的分配被更正。根据取代基效应对光谱进行了分析。根据chasmanine-neoline-delphisine的化学对比,以及chasmanine、脱氧乌头碱、delphinine和delphonine在13C光谱中的相似共振值,特别是在A环碳的情况下,将chasmanine中Cl处的甲氧基的构型修正为Ŧ-equatorial甲氧基。本文介绍了利用13C和核磁共振技术对分子电子基态下的“pyrodelphonine发色团”进行研究的结果。
The 13C NMR spectra of the aconitine-type diterpenoid alkaloids aconitine, mesaconitine, deoxyaconitine, delphi-nine, chasmanine, delphisine, neoline, condelphine, isotalatizidine, as well as 17 related derivatives, have been obtained by the Fourier transform technique at 25.03 MHz. The signal due to each carbon atom has been assigned, and some previously published assignments in the alkamine, delphonine, and the alkaloid, isotalatizidine, are corrected. The spectra are analyzed in terms of substituent effects. On the basis of chemical correlation of chasmanine-neoline-delphisine, and similar values for the resonances in the 13C spectra of chasmanine, deoxyaconitine, delphinine, and delphonine, especially in the case of the ring A carbons, the configuration for the methoxyl at Cl in chasmanine has been revised to an Ŧ-equatorial methoxyl group. The results of a study of the “pyrodelphonine chromophore” in the electronic ground state of the molecule, using 13C and NMR techniques, are presented.