Premium
Alkaloide aus Evonymus europaea L.
Author(s) -
Klásek A.,
Šantavý F.,
Duffield M. A.,
Reichstein T.
Publication year - 1971
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19710540749
Subject(s) - chemistry , alkaloid , saponification , celastraceae , alkaline hydrolysis , stereochemistry , hydrolysis , mass spectrometry , acetylation , acid hydrolysis , organic chemistry , chromatography , biochemistry , gene
From the seeds of Evonymus europaea L. (Celastraceae) the three previously described alkaloids A, B and C were isolated and their empirical formulae determined by mass spectrometry. Alkaloid B, now named evozine, C 32 H 39 NO 15 ( 14 ), alkaloid A, now named evorine, C 34 H 41 NO 16 ( 15 ), and alkaloid C, shown to be identical with Parter 's & Libiseller 's evonine, C 36 H 43 NO 17 ( 17 ), are respectively tri‐, tetra‐, and penta‐O‐acetyl derivatives of deacetylevonine ( 13 ), C 26 H 33 NO 12 . Vigorous alkaline hydrolysis of the latter yields the previously known evonic acid ( 3 ). Deacetylevonine ( 13 ) is an ester of evonic acid ( 3 ) and a hypothetical polyhydroxy compound C 15 H 24 O 10 ( 2 ), which is unstable on alkaline hydrolysis. By partial saponification and partial acetylation, these three alkaloids can be converted into each other, at the same time giving rise to a fourth alkaloid D ( 16 ), C 34 H 41 NO 16 , which we name iso‐evorine. This had been obtained already by M. Osowiecki (unpublished).