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Approach to the biosynthesis of atisine-type diterpenoid alkaloids.

Authors
Type
Published Article
Journal
Journal of Natural Products
1520-6025
Publisher
American Chemical Society
Publication Date
Volume
72
Issue
4
Pages
645–649
Identifiers
DOI: 10.1021/np800657j
PMID: 19275222
Source
Medline
License
Unknown

Abstract

To determine the biosynthesis pathway of the atisine-type diterpenoid alkaloids spiramines A/B and C/D, feeding experiments in in vitro cultured plantlets and enzymatic transformations in cell-free extracts were performed in combination with LCMS and tandem MS analyses. L-[2-(13)C,(15)N]Serine was used in the feeding experiments and enzymatic transformations, and the diterpene spiraminol was identified as a biosynthetic precursor of spiramine alkaloids. The LCMS and tandem MS spectra of the extracts from these experiments indicated that L-[2-(13)C,(15)N]serine was incorporated into spiramines A/B and C/D. The labeled reaction products show that l-serine is the one possible nitrogen source involved in the biosynthesis of atisine-type DAs.

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