Biosynthesis of Erythrina alkaloids in Erythrina crista-galli
Biosynthesis of Erythrina alkaloids in Erythrina crista-galli
复制标题
DOI：
10.1016/s0031-9422(99)00230-7
复制
发表时间：
1999-10-01
期刊：
影响因子：
3.8
通讯作者：
Zenk, MH
中科院分区：
文献类型：
--
作者：
Maier, UH;Rödl, W;Zenk, MH
为研究赤藓生物碱的形成，建立了一个前体应用系统。果壁组织被认为是生物碱合成的主要部位。放射性和c -13标记的潜在前体的应用表明，迄今为止假定的前体(S)-降原青藤碱并未并入赤藓生物碱中。相反，(S)- coclurine和(S)-norreticuline分别被代谢为赤藓碱和赤藓氨酸，表明coclurine -norreticuline途径在红藓生物碱的形成中起作用。[1-C-13]标记的(S)-去甲网碱通过随后的核磁共振波谱分析表明，得到的赤藓氨酸在C-10位置被完全标记。因此，可以排除二苯醌类对称中间体参与赤藓生物碱的生物合成。1999爱思唯尔科学有限公司版权所有。
A precursor application system was developed to allow the study of Erythrina alkaloid formation in Erythrina crista-galli. Fruit wall tissue of this species was recognized as the major site of alkaloid biosynthesis. The application of radioactively and C-13-labelled potential precursors showed that the hitherto assumed precursor (S)-norprotosinomenine was not incorporated into the Erythrina alkaloids. In contrast, (S)-coclaurine as well as (S)-norreticuline were metabolized to erythraline and erythrinine, respectively, suggesting that a coclaurine-norreticuline pathway is operative in Erythrina alkaloid formation. Feeding of [1-C-13]-labelled (S)-norreticuline with subsequent NMR spectroscopy demonstrated that the resulting erythraline was exclusively labelled at position C-10. Therefore, the participation of a symmetrical intermediate of the diphenoquinone type in Erythrina alkaloid biosynthesis can be excluded. (C) 1999 Elsevier Science Ltd. All rights reserved.