Delphinium dictyocarpum

Alkaloids of Delphinium dictyocarpum DC.—Dictysine [C21H33N03 m.pt 184—186°C] has been assigned structure (37) on the basis of chemical and spectroscopic studies.25" An unpublished X-ray analysis256 demonstrates that (37) is incorrect and that the structure should be as shown in (37a). Derivatives of dictysine (38)—(42) are shown here as the corrected structures. This alkaloid was isolated from the epigeal parts of Delphinium dictyocarpum DC.26 On acetylation of dictysine with acetyl chloride, the triacetate (38) and the two diacetates, (39) and (40), were obtained. The reaction of dictysine with one molar equivalent of periodic acid for three hours gave the a-hydroxy-ketone (41), while treatment with excess periodic acid for three days yielded the aldehyde carboxylic acid (42). These structures were supported by mass-spectral, i.r., and XH and 13C n.m.r. analyses. This is the first example of a C20 diterpenoid alkaloid which contains hydroxyl groups at C-16 and C-17. 

Alkaloids of Delphinium dictyocarpum N- Acetyldelectine and Demethylenedelt-amine.—Further investigations of the aerial parts of D. dictyocarpum DC. have yielded a new base (34), C26H41N08, m.pt. 116—118 °C.27 Spectral analyses (i.r., n.m.r., and mass) indicate the presence of an N-ethyl and three methoxy-groups, and an N-acetyl anthranilate ester, on a lycoctonine-type skeleton. Saponification of (34) gave anthranilic acid and a base identical with that obtained from delectine (35). Therefore, this new alkaloid was assigned the structure of N-acetyldelectine (34). 

Delphinium dictyocarpum HNMR, MS and chemical data Correlated with eldelidine Ref. 168... 

Delphinium dictyocarpum Chemical and spectral analysis Refs. 138, 139... 

Alkaloids of Delphinium dictyocarpum 14-Acetyldelectine, Delectinine, and Dictionine.— Three new diterpenoid alkaloids have been isolated from plants of... 

Alkaloids of Delphinium dictyocarpum 14-Acetyldelectine, Delectinine, and Dictionine... 

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