Extensive tracer experiments show that colchicine (9) is formed by a novel biosynthetic pathway from 1,2,3,4-tetrahydro-7-hydroxy-1-(3-hydroxy-4,5-dimethoxyphenethyl)-6-methoxy-2-methylisoquinoline (3)(autumnaline) with O-methylandrocymbine (6) as a key intermediate. The way in which autumnaline is constructed in the living system is also studied.
A. R. Battersby, R. B. Herbert, E. McDonald, R. Ramage and J. H. Clements, J. Chem. Soc., Perkin Trans. 1, 1972, 1741 DOI: 10.1039/P19720001741
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