Studies in terpenoid biosynthesis. Part 27. The acetate and mevalonate labelling patterns of the sesquiterpenoid, alliacolide
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 2787-2790
- https://doi.org/10.1039/p19820002787
Abstract
The enrichment and labelling patterns of alliacolide biosynthesized by Marasmius alliaceus from [1-13C]acetate and [1,2-13C2]acetate, have been used to define the isoprene units. The sites of labelling of alliacolide by [2-2H3]acetate and by [2-2H2]-, [4-2H2]-, and [5-2H2]-mevalonates have been determined. The occurrence of hydrogen rearrangements to C-1 and from C-5 to C-6 during the biosynthesis has been demonstrated by 2H n.m.r. experiments.This publication has 2 references indexed in Scilit:
- Antibiotics from Basidiomycetes. XIII The alliacols A and B from Maramius alliaceus (JACQ ex Fr.) Fr.The Journal of Antibiotics, 1981
- Absolute stereochemistry of the sesquiterpenoid, alliacolideJournal of the Chemical Society, Perkin Transactions 1, 1981