Abstract

From Papaver bracteatum an unusual alkaloid is isolated: 6,7,8,9,10,14-hexadehydro-4,5-epoxy-3,6-di-methoxy-17-methylthebinan (1). This alkaloid is also obtained from the mixture of rearrangement products of one of the thebaine N-oxides. The structure of another constituent of the latter mixture is deduced to be 6,7,8,9,10,14-hexadehydro-3,6-dimethoxythebinan-4-ol (15). The presence of both thebaine N-oxides in Papaver bracteatum is confirmed, and their structures are revised on chemical and spectroscopic grounds.

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