THE PARTIAL STRUCTURES OF ACONITINE AND ACONITOLINE

Abstract
In aconitoline (C33H41O10N), the product of the oxidation of aconitine with chromic acid, the presence of an αβ-unsaturated carbonyl group has been confirmed. The determination of the basic strengths of aconitoline and its various hydrolytic and reduction products revealed a very strong influence of the carbonyl on the basicity of the alkaloid. It was concluded that the secondary hydroxyl that becomes oxidized must be located in close proximity to the nitrogen. Partial structures are suggested to represent both aconitine and aconitoline.