
%0 Journal Article
%A Culvenor, CCJ 
%A Edgar, JA 
%A Frahn, JL 
%A Smith, LW 
%A Ulubelen, A 
%A Doganca, S 
%T The structure of anadoline
%J Australian Journal of Chemistry
%D 1975/01/01
%V 28
%N 1
%P 173-178
%K 
%R https://doi.org/10.1071/CH9750173
%U https://www.publish.csiro.au/paper/CH9750173 
%X The alkaloid previously isolated from Symphytum orientale and regarded as a diester of a new, doubly unsaturated pyrrolizidine diol with tiglic and trachelanthic acids, is shown to be a monoester of retronecine N-oxide. N.m.r. and mass spectral measurements and electrophoretic data show that the tiglic acid esterifies not the C 7- hydroxyl of the pyrrolizidine ring, but the secondary hydroxyl of the trachelanthate moiety. It is proposed that the name anadoline be given in future to the corresponding tertiary base. 
