Neodihydrothebaine and bractazonine, two dibenz[d,f]azonine alkaloids of Papaver bracteatum

Publication date

1984

Authors

Salemink, C.A.
Theuns, H.G.
Lenting, H.B.M.
Tanaka, H.
Shibata, M.
Ito, K.
Lousberg, R.J.J.Ch.

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Article
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Abstract

Two new dibenz[d,f]azonine alkaloids, neodihydrothebaine and bractazonine were isolated from Papaver bracteatum. Their possible biosynthesis from thebaine is discussed. The structures of both new alkaloids are proven by synthesis. An isomeric dibenz[d,f]azonine compound was also prepared.

Keywords

Papaver bracteatum; Papaveraceae; alkaloids; dibenz[d,f]azonines; neodihydrothebaine; bractazonine; biosynthetic pathway; synthesis; 5,6,8,9-tetrahydro-2-methoxy-7-methyl-dibenz[d,f]azonin-1,12-diol;, 5,6,8,9-tetrahydro-2,10-dimethoxy-7-methyl-dibenz[d,f]azonin-1-ol; 5,6,8,9-tetrahydro-2,11-dimethoxy-7-methyl-dibenz[d,f]azonin-1-ol; 5,6,8,9-tetrahydro-2,12-dimethoxy-7-methyl-dibenz[d,f]azonin-1-ol

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