Teliglazine, a New Oxoaporphine Alkaloid from Telitoxicum glaziovii

Journal of Natural Products
1997.0

Abstract

The structure of teliglazine (1), a new oxoaporphine alkaloid isolated from the basic fraction of Telitoxicum glaziovii Moldenke, was determined by spectral data and synthetic transformation from the known alkaloid, O-methylmoschatoline. A synthetic sample of teliglazine was prepared by treating O-methylmoschatoline with excess MeI in Me2CO at room temperature for 18 h, giving dark green crystals identical with 1 by co-TLC and spectral data. Three other oxoaporphines, splendidine, imenine, O-methylmoschatoline; the azafluoranthene telitoxine, and the 4,5-dioxoaporphines, ouregidione and 4,5-dioxodehydroasimilobine, were also present in this plant. T. glaziovii is the first species of the South American Menispermaceae to give this zwitterion oxoaporphine. Splendidine and imenine were only previously isolated from Abuta refescens/splendida, and this is the first report of ouregidione and 4,5-dioxodehydroasimilobine from South American Menispermaceae.

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