Collect. Czech. Chem. Commun. 1986, 51, 1743-1751
http://dx.doi.org/10.1135/cccc19861743

On alkaloids from the aerial parts of three Eschscholtzia species

Jiří Slavík and Leonora Slavíková

Department of Medical Chemistry and Biochemistry, Purkyně University, 662 43 Brno

Abstract

In the aerial parts of Eschscholtzia californica CHAM., E. douglasii (HOOK. etARN.) WALP. and E. glauca GREENE the main alkaloidal component is the quaternary base californidine. Eschscholtzine, allocryptopine, and protopine belong among the dominant tertiary alkaloids, which are accompanied by a small amount of N-methyllaurotetanine and the quaternary benzophenanthridines (sanguinarine, chelerythrine, chelirubine, chelilutine, and macarpine). The pavinane alkaloids isonorargemonine, caryachine, norargemonine, and bisnorargemonine and the aporphine alkaloids corydine and isocorydine were isolated from the aerial part of the E. douglasii species for the first time. These alkaloids were also detected in E. californica and E. glauca. Corytuberine was also isolated from all three species. From the fraction of Quaternary alkaloids after conversion to iodides, in addition to californidine, escholamidine iodide was isolated from E. californica and E. douglasii species. From E. douglasii N-methylcaryachinium iodide and from E. glauca magnoflorine iodide were also isolated. The presence of a small amount of the mentioned quaternary alkaloids, as well as traces of escholamine were also detectable in all three species.