Epimeric pavine N-oxides from thalictrum simplex

In VitroAnti-Influenza Virus Activity of Isoquinoline Alkaloids fromThalictrumSpecies

“…The alkaloids hernandezine and protopine were isolated from T. foetidum [4]. The recently isolated pavine alkaloid (±)-thalimonine and thalictuberine N-oxide were obtained from T. simplex; the procedure of isolation and structure determination is described in [1], [2]. (±)-thalimonine was defined as 3,4-methylene-deoxy-2,8,9-methoxypavinan.…”

“…(±)-thalimonine was defined as 3,4-methylene-deoxy-2,8,9-methoxypavinan. The epimeric N-oxides (±)-thalimonin N-oxide A and (±)-thalimonine N-oxide B were isolated as new structures also from T. simplex [2]. In the naturally occurring (-)-thalimonine N-oxide the ratio is 49.1 % N-oxide A: 50.9 % N-oxide B.…”

Naturally occurring plant isoquinoline N-oxide alkaloids: Their pharmacological and SAR activities

“…Aristoquinolines were isolated from the genus Aristolochia: A. australasica, A. chilensis, A. fruticosa, A. peduncularis, and A. serrata (Silva et al ,1997Cespedes et al 1993). Isoboldine β-N-oxide (77) has been isolated from leaves of Cryptocarya chinensis (Velcheva et al 1995;, and isoboldine was found in Peumus boldus (Vanhaelen 1973;Genest et al 1969), Corydalis gortschakovii (Israilov et al 1977), Berberis integerrima (Karimov et al 1978), Aconitum karakolicum (Sultankhodzhaev et al 1979), Cocculus laurifolius, Galanthus caucasicus, Magnolia obovata, Cocculus laurifolius, and Veratrum lobelianum (Tsakadze et al 2005(Tsakadze et al ,1997.…”

“…The in vitro anti-influenza virus effects of some isoquinoline alkaloids, isolated from Thalictrum species (Ranunculaceae), growing in Mongolia and Sweden have been studied (Velcheva et al 1995). (-)-Thalimonine and (-)-thalimonine N-oxide (12), isolated from the Mongolian plant T. simplex, inhibited markedly the influenza virus reproduction in vitro; thalictuberine N-oxide was less effective.…”

New Pavine N-Oxide Alkaloids from the Stem Bark of Cryptocarya chinensis HEMSL.

“…[2][3][4][5][6][7][8] In addition, it showed signals for one methylenedioxy at d 5.88, 5.85 (each 1H), one methoxyl at d 3.84, and one NCH 3 at d 3.35. The connection of the aromatic ring with the aliphatic AMX system was shown by heteronuclear multiple bond connectivity (HMBC) experiments to be at H-7 (d 6.84) and to have 3 J correlations with C-6 (d C 70.0), C-10a .85) with C-2/3 (d C 147.7) specified that they were in the same benzene ring whereas H-7 and H-10 (d 6.52) were in the other.…”