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Paper | Regular issue | Vol 26, No. 11, 1987, pp.2895-2904
Published online, 1st January, 1970
DOI: 10.3987/R-1987-11-2895
New Diterpenoid Alkaloids from Delphinium staphisagria Linné

Samir A. Ross, Haridutt K. Desai, and S. William Pelletier

*Department of Chemistry, Institute for Natural Products Research, The University of Georgia, Chemistry Building, Athens, Georgia 30602-2556, U.S.A.


Delestaphidine (7) and neotinine (8), two new C19-diterpenoid alkaloids, and α-oxodelphinine (9) have been isolated from the seeds of Delphinium staphisagria. The structures of these alkaloids were determined on the basis of spectral data, correlation with alkaloids of establishad structures, preparation of certain derivatives and by synthesis. α-Oxodelphinine has not been isolated from a natulal source previously. N-Deethyldelphisine (10) and N-deethyldelstaphidine (11), two new, synthetic diterpenoid alkaloide, have been prpared by KMnO4 oxidation of delphisine. Oxidative cyclization of delphisine with alkaline potassium ferricyanide gave delstaphinine (6).