Biosynthesis of oxyacanthine
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 1318-1321
- https://doi.org/10.1039/p19780001318
Abstract
The incorporation of (±)-norcoclaurine, (±)-coclaurine, (±)-N-methylcoclaurine, didehydro-N-methylco-claurinium iodide, (+)-(S)-N-methylcoclaurine and (–)-(R)-N-methylcoclaurine into oxyacanthine in Cocculus laurifolius DC has been studied and specific utilization of (±)-N-methylcoclaurine, (+)-(S)-N-methylcoclaurine, (–)-(R)-N-methylcoclaurine, and didehydro-N-methylcoclaurinium iodide demonstrated. The evidence supports intermolecular oxidative coupling of (+)-(S)-N-methylcoclaurine and (–)-(R)-N-methylcoclaurine to give oxyacanthine. A double labelling experiment with (±)-[1-3H,N-14CH3]-N-methylcoclaurine demonstrated that the hydrogen atom at the asymmetric centre in the 1-benzylisoquinoline precursor is retained in the bioconversion into oxyacanthine.This publication has 1 reference indexed in Scilit:
- Biosynthesis of cocsulininJournal of the Chemical Society, Perkin Transactions 1, 1978