Biosynthesis of indole diterpenes, emindole, and paxilline: Involvement of a common intermediate

Biosynthesis of indole diterpenes, emindole, and paxilline: Involvement of a common intermediate
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DOI:
10.1021/ol049115o
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发表时间:
2004-08-05
期刊:
影响因子:
5.2
通讯作者:
Oikawa, H
Oikawa, H
中科院分区:
化学1区
文献类型:
--
作者:
Fueki, S;Tokiwano, T;Oikawa, H

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研究了吲哚二萜、木麻黄碱和吲哚DA中碳骨架构筑的关键步骤。将多个H-2标记的3-香叶基香叶基吲哚完整地掺入两种不同的真菌代谢物中,证明3-香叶基香叶基吲哚是一种生物合成中间体。这些结果证明吲哚二萜的生物合成是通过共同中间体的环氧化和随后的阳离子环化,类似于类固醇生物合成中的那些。
The key step for construction of the carbon skeleton in the indole diterpenes, paxilline, and emindole DA was examined. Intact incorporation of multiply H-2-labeled 3-geranylgeranylindole into two different fungal metabolites proves 3-geranylgeranylindole to be a biosynthetic intermediate. These results give evidence that indole diterpenes are biosynthesized via epoxidation of a common intermediate, and the subsequent cationic cyclization, analogous to those in the steroid biosynthesis.