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伞花鸡蛋花中的沃巴辛、长春胺、沃茶碱、塔卡曼和伊波加生物碱。

Vobasine, vincamine, voaphylline, tacaman, and iboga alkaloids from Tabernaemontana corymbosa.

作者信息

Sim Dawn Su-Yin, Tang Sin-Yee, Low Yun-Yee, Lim Siew-Huah, Kam Toh-Seok

机构信息

Department of Chemistry, Faculty of Science, Universiti Malaya, Kuala Lumpur, 50603, Malaysia.

Department of Chemistry, Faculty of Science, Universiti Malaya, Kuala Lumpur, 50603, Malaysia.

出版信息

Phytochemistry. 2022 Nov;203:113384. doi: 10.1016/j.phytochem.2022.113384. Epub 2022 Aug 23.

DOI:10.1016/j.phytochem.2022.113384
PMID:36007666
Abstract

Thirteen indole alkaloids comprising six vobasine/sarpagine, one vincamine, two voaphylline, two tacaman, one iboga, and one corynantheine alkaloid, were isolated from the leaf extract of Tabernaemontana corymbosa (sample from Taiping, Perak, Malaysia). The structures of these alkaloids were determined based on analysis of the spectroscopic data (NMR and MS), and in the case of vincarudine, the absolute configuration was established by ECD and X-ray diffraction analysis. Vobasidine E represents the first vobasine-type alkaloid characterized by a contracted ring C and loss of the ethylidene/ethyl side chain. A possible biogenetic pathway from a perivine precursor, which was also present in the leaf extract, is presented. Differences in the new alkaloid content between the present and previous sample of the same plant (occurring in a different location) are discussed.

摘要

从海南狗牙花(来自马来西亚霹雳州太平的样本)的叶提取物中分离出13种吲哚生物碱,包括6种沃巴因/蛇根碱、1种长春胺、2种沃阿菲林、2种塔卡曼、1种伊博格碱和1种可立那丁碱。这些生物碱的结构通过光谱数据(核磁共振和质谱)分析确定,对于长春鲁定,其绝对构型通过电子圆二色光谱和X射线衍射分析确定。沃巴定E代表第一个具有收缩C环且亚乙基/乙基侧链缺失的沃巴因型生物碱。提出了一种可能的生源途径,该途径始于同样存在于叶提取物中的佩里文前体。讨论了同一植物当前样本与先前样本(来自不同地点)中新生物碱含量的差异。

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