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    Amaryttidaceae alkaloids: (+)-Tazettine, (+)-3-O-demethylcriwelline and (+)-3-epimacronine at 173 K
    (Blackwell Munksgaard, 1998) Linden A.; Akineri G.; Noyan S.; Gözler T.; Hesse M.
    The Amaryllidaceae alkaloids (+)-tazettine [(+)-(3S,4aS,-6aS,13bS)-3-methoxy-5-methyl-3,4,4a,5,6,6a-hexahydro-8H,11H-[1,3] dioxolo[6,7][2]benzopyrano[3,4-c]indol-6a-o1, C18H21NO5] and partially hydrated (+)-3-epimacronine [(+)-(3S,4aS,6aR,13bS)-3-methoxy-5-methyl-3,4,4a,5,6,6a-hexahydro-8H,11H-[1,3] dioxolo[6,7][2]-benzopyrano[3,4-c]indol-8-one 0.066-hydrate, C18H19-NO5.0.066H2O] have been extracted from Galanthus plicatus subsp. byzantinus, while (+)-3-O-demethylcriwelline [(+)-(3R,4aS,6aS,13bS)-5-methyl-3,4,4a,5,6,6a-hexahydro-8H,11H-[1,3]dioxolo[6,7] [2]benzopyrano[3,4-c]indole-3,6a-diol, C17H19NO5] has been isolated from the plant Galanthus gracilis. These compounds have the ring skeleton of the tazettine or [2]benzopyrano-[3,4-c]indole subgroup. (+)-3-O-Demethylcriwelline is a new alkaloid and is the 3-O-demethyl C3-epimer of (+)-tazettine. The geometrical features of the compounds differ predominantly in the conformations of the pyrrolidine and pyran rings.
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    Four new amaryllidaceae alkaloids from Galanthus gracilis and Galanthus plicatus subsp. byzantinus
    (2001) Ünver N.; Noyan S.; Gözler B.; Gözler T.; Werner C.; Hesse M.
    (+)-3-Epi-3,4-dihydro-3-hydroxygraciline (5), isolated from Galanthus gracilis of Turkish origin, is a new member of the gracilines, a recently established subgroup of the Amaryllidaceae alkaloids. G. plicatus subsp. byzantinus has furnished three new alkaloids, namely (+)-plicane (12), which is a new plicamine-type alkaloid, along with (+)-3-O-(3-hydroxybutyryl)tazettinol (13), and N-formylismine (15).
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    Three new tazettine-type alkaloids from Galanthus gracilis and Galanthus plicatus subsp. byzantinus
    (1999) Ünver N.; Noyan S.; Gözler T.; Önür M.A.; Gözler B.; Hesse M.
    Three new tazettine-type alkaloids were isolated from two different Galanthus species of Turkish origin. (+)-Isotazettinol and (+)-3-O- demethylmacronine are obtained from G. gracilis, while (+)-3-O-demethyl-3- epimacronine is found in G. plicatus subsp. byzantinus. The known base, trispheridine, is reported for the first time in Galanthus genus.