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Paper | Regular issue | Vol 24, No. 7, 1986, pp.1853-1865
Published online, 1st January, 1970
DOI: 10.3987/R-1986-07-1853
The Diterpenoid Alkaloids of Delphinium delavayi Franch var. pogonanthum (H. -M.) Wang

S. William Pelletier,* Fathalla M. Harraz, Mohamed M. Badawi, Sirirat Tantiraksachai, Feng-peng Wang, and Szu-ying Chen

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

Abstract

Investigation of the alkaloids of Delphinium delavayi Franch var. pogonanthun (H-M) Wang has led to the isolation of nine known alkaloids and a new pair of regioisomeric alkaloids delavaine A (10A) and delavaine B (10B) whose structures have been determined based on spectroscopic evidence and two syntheses from methyllycaconitine (3). The known alkaloids that were isolated are the C19-diterpenoid alkaloids: deltaline (1), deltamine (2), methyllycaconitine (3), anthranoyllycaconitine (4), lycoctonine (5), delsemine (6), and the C20-diterpenoid alkaloids: hetisinone (7), hetisine (8), and ajaconine (9). Delsemine (6) has been synthesized from methyllycaconitine and chromatographically separated into its component regioisomers 6A and 6B.