
%0 Journal Article
%A Hart, N 
%A Johns, S 
%A Lamberton, J 
%A Suares, H 
%A Willing, R 
%T New Alkaloids of the <I>ent</I>-Kaurene Type From <I>Anopterus</I> Species (Escalloniaceae). I. The Structure and Reactions of Anopterine
%J Australian Journal of Chemistry
%D 1976/06/01
%V 29
%N 6
%P 1295-1318
%K 
%R https://doi.org/10.1071/CH9761295
%U https://www.publish.csiro.au/paper/CH9761295 
%X Anopterine (1), a major alkaloid from leaf and bark of Anoptevus macleayanus F. Muell. and bark of Anoptevus glandulosus Labill., has an unusual ent-kaurenoid skeleton with a C20-C14 linkage. Hydrolysis of anopterine gives anopteryl alcohol (5), C21H31N05, and two equivalents of tiglic acid. The chemical reactions of anopterine and anopteryl alcohol have been studied in detail, and a number of acetylation products and oxidation products have been obtained. Oxidation of anopteryl alcohol with potassium ferricyanide has given an unusual product (14) which has a C20,C12-oxide bridge and a C5,C6-epoxide group. 
