Collect. Czech. Chem. Commun. 1985, 50, 1745-1752

On alkaloids of three Papaver species from the section Scapiflora REICHB.

František Věžníka, Irgash A. Israilovb, Eva Táborskáa and Jiří Slavíka

a Department of Medical Chemistry and Biochemistry, Purkyně University, 662 43 Brno, Czechoslovakia
b Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbekh Soviet Socialist Republic, Tashkent, U.S.S.R.


The main alkaloid of the aerial part of P. croceum LEDEB. was nudaurine (I), isolated for the first time. In addition to amurine, known to be present in this species, oxysanguinarine (II) and corydine (IIIa) were also newly isolated and the presence of papaverrubine D demonstrated. In the fraction of tertiary bases from P.kerneri HAYEK allocryptopine and epialpinine (IV) were isolated as further alkaloids in addition to the already known alkaloids amurensine (the main alkaloid), amurensinine, amurine, alpinigenine, muramine, protopine, mecambridine, nudaurine, cryptopine and papaverrubines B, D, and G. In the fraction of quaternary bases the presence of traces of coptisine was detected, and in addition to alborine (alkaloid PO-5) cis-N-methyltetrahydropalmatinium hydroxide (V) was isolated for the first time in the form of iodide from P. kerneri. In P. tatricum (NYÁR.) EHREND. allocryptopine, epialpinine, and amurensinine were identified as the dominant alkaloids, while among the minor components protopine, amurensine, muramine, palmatine, coptisine, corytuberine (IIIb), N-methyltetrahydropalmatinium hydroxide, and N-methylamurensinium hydroxide could be demonstrated. Corydine (IIIa) and corytuberine (IIIb) represent the first two aporphine alkaloids found in the Scapiflora section.