Biosynthesis of aromatic isoprenoids. Part III. Mechanism of formation of the furan ring and origin of the 4-methoxy-group in the biosynthesis of furoquinoline alkaloids
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 302-304
- https://doi.org/10.1039/p19750000302
Abstract
The incorporation of a 3-(3-methylbut-2-enyl)-2-quinolone doubly labelled at the benzylic methylene group into the furoquinoline alkaloids, skimmianine (5a), evoxine (5b), and choisyine (6) in Choisya ternata resulted in retention of half the tritium label, showing that a carbonyl derivative is not an intermediate in the formation of a furan ring from platydesmine (4). Feeding experiments also establish that the 4-methoxy-group of a 3-(3-methylbut-2-enyl)quinolone precursor is retained in skimmianine.Keywords
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