
Tetrahedron Letters p. 7357 - 7360 (1997)
Update date:2022-08-11
Topics:
Maier, Ulrich H.
Zenk, Meinhart H.
In order to distinguish between ortho-para and para-para phenol coupling in colchicine biosynthesis, [[3'-O14CH3]autumnaline was converted to [14C]colchicine in seeds of Colchicum autumnale and the product was then selectively demethylated by a bacterium that exclusively demethylates C-3 of colchicine. The retention of the radioactive label in 3-demethylcolchicine indicates that biosynthesis proceeds through para-para coupling.
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