Aporphine Alkaloids Oxygenated at C-7

Journal of Natural Products
1982.0

Abstract

Stephania venosa Spreng. (Menispermaceae) is a source of the new 7-hydroxylated aporphine alkaloids ayuthianine (1) and sukhodianine (2). Generalizations have been drawn concerning the stereochemistry and occurrence of aporphines oxygenated at C-7. Such compounds always belong to the C-6a R configuration. The trans relationship between H-6a and H-7 is found only among alkaloids of the Annonaceae. Similarly, it is solely the Annonaceae that produce aporphines bearing a C-7 methoxyl group. The occurrence of C-7 oxygenated aporphines is limited to the four families Annonaceae, Menispermaceae, Magnoliaceae and Lauraceae. © 1982, American Chemical Society. All rights reserved.

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