Partial Synthesis and Antitubulin Activity of Minor Colchicum Alkaloids: N-Acetoacetyl-deacetylcolchicine and 2-Demethylspeciosine (Speciocolchine)

Journal of Natural Products
1990.0

Abstract

Two minor Colchicum alkaloids, N-acetoacetyl-deacetylcolchicine [1] and 2-demethylspeciosine [7], were synthesized. The diacetate 8 of 2-demethylspeciosine was also prepared. The antitubulin activity of these compounds, in comparison to colchicine, was measured. N-Acetoacetyl-deacetylcolchicine [1] has in vitro activity similar to that of colchicine. Both 2-demethylspeciosine [7] and the diacetate 8 were considerably less potent inhibitors of tubulin polymerization.

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