Delphinium cardinale

Delphinium cardinale, D. denudatum Aconitum heterophyllum Chemically correlated with hetisine Refs. 80, 120, 126, 127... 

Alkaloids of Aconitum heterophyllum Wall.—The nature of acid-catalysed rearrangement of hetisine (61), an alkaloid isolated from A. heterophyllum and Delphinium cardinale, eluded researchers for a number of years. A compound (m.pt 278—279.5 °C) with the same molecular formula as hetisine, i.e. C20H27NO3, was isolated from A. heterophyllum. This same compound was formed by treatment of hetisine with 5% sulphuric acid.24 Wiesner and co-workers2S observed an acid-catalysed rearrangement in the formation of a methiodide of hetisine. They proposed structure (62) for this rearrangement product. 

Oxidation of hetisine diacetate affords a dehydrohetisine, named hetisinone (3), which proved to be identical with a dehydrohetisine later isolated from Delphinium cardinale (62a) and from Delphinium denu-datum (66a). The structure originally suggested for hetisinone (CLXXXVIII) (3) has been confirmed by dehydration with phosphorus... 

C20H27NO3, Mr 329.44, mp. 261 -264 C, [ajg +10.9 (CHCI3). A diterpene alkaloid from the roots of Aco-nitum heterophyllum and Delphinium tatsienense, the seeds of D. datum, and the aerial parts of D. cardinale (Ranunculaceae). 

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