Ceveratrum alkaloids

The mechanism of formation of the c-nor-D-homo-steroids from solanidanine alkaloids has been discussed63 and the toxic principles of V. album have been reviewed.64 The transformation of jervine into c/d-trans C-nor-D-homo-steroids has been described.65 The 13C n.m.r. spectra of four ceveratrum alkaloids have been recorded and interpreted.66... 

Recent progress in the chemistry of the Veratrum alkaloids has been reviewed in detail. Brief reviews have appeared on aspects of the chemistry of these alkaloids and on the cardiac action of the ceveratrum alkaloids. 

Fig. 36.21. Proposed biogenesis of ceveratrum alkaloids (modified from Gross et al., 1985).

The tables are arranged in the order of lower to higher oxidation levels. Thus, the relevant jeveratrum alkaloids appear in the first eight tables and the ceveratrum derivatives in the following tables. Within each table the same rule applies the least oxidized compound comes first and the most oxidized last. 

Cevadine, Cevane see Veratrum steroid alkaloids. Ceveratrum alkaloida see Veratrum steroid alkaloids. Chaconine see Solanum steroid alkaloid glycosides. Chaenomeloidin see salicyl alcohol. 

In one respect, the order of discussion in this supplement has been modified as compared w ith Chapter 17 of Volume VII. The logical names jerveratrum and ceveratrum, proposed by Fieser and Fieser ) for the two distinct chemical groups of Veratrum alkaloids, are adopted. The jerveratrum alkamines contain onlj 1 to 3 atoms of oxygen and are found in unhydrolyzed plant extracts in part as the free alkamines and in part in... 

Recent evidence has been advanced in support of the view that the tertiary nitrogen atom of ceveratrum ester alkaloid derivatives participates in an intramolecular basic catalysis of the solvolysis of C-16 esters and is therefore an instance of intramolecular bifunctional general acid-general base catalysis of ester solvolysis (118, 119). Examination of models indicated that the teritary nitrogen atom of ceveratrum ester alkaloids could participate in an intramolecular general base catalysis... 

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