Bhakuni, Dewan S. ; Singh, Awadhesh N. ; Jain, Sudha (1980) Biosynthesis of isotetrandrine Tetrahedron, 36 (14). pp. 2149-2151. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...
Related URL: http://dx.doi.org/10.1016/0040-4020(80)80107-4
The incorporation of (±)-coclaurine, (±)-N-methylcoclaurine, didehydro-N-methylcoclaurinium iodide, (+)-(S)-N-methylcoclaurine and (-)-(R)-N-methylcoclaurine into isotetrandrine in Cocculus laurifolius DC has been studied and specific utilization of (±)-, (+)-(S)- and (-)-R-N-methylcoclaurines and didehydro-N-methylcoclaurinium iodide demonstrated. The evidence supports intermolecular oxidative coupline of (+)-(S)- and (-)-(R)-N-methylcoclaurines to form isotetrandrine. Double labelling experiment with (±)-N- [14C] methyl [1 - 3H] coclaurine demonstrated that the hydrogen atom at the asymmetric centre in N-methylcoclaurine is retained in the bioconversion into isotetrandrine.
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