New erythrina alkaloids of Cocculus laurifolia

Structure of Pachygonine, A New Quaternary Alkaloid From Pachygone ovata

“…For pachygonine, too, the fragments (see experimental) were completely in accordance with the structure 2a assigned to pachygonine (4). Further confirmation for the structure 2a was obtained by treatment of pachygonine with diazomethane to give a monomethyl ether which, on treatment with HI, gave cocculidine methoiodide, (2c), identical in all respects with an authentic sample (5,6).…”

The Tetracyclic Erythrina Alkaloids

“…(+)-ERYTHRASCINE 2.12 J12 10.0 jia 2$ C21H25OsN: 371.1733 MP: 138-140°(EtOH/Me2CO) (26) [a]25D: +152°(r= 0. (26) 'H NMR: (26) MS: [M]+ 371 (42), 356 (22), 340 (100), 339 (27), 329(31), 313 (24), 311 (17) (26) SOURCES: Erythrina arborescent (26) (+)-ERYTHRALINE 10.1 J 4*0.7 1.1 JU 12 J 2.4*0 1.1 J 3,4V 10.4 j eg*m 145 J3.4*q 55 J 75a 25 J4fl*m 115 C18H1903N: 297.1365 MP: 106-107°(EtOH) (13) [cx]27d: +211.8°(r = 0.944, EtOH) (13) UV: 232,290 (14) NMR: (360 MHz) (69) 15C NMR: (90.6 MHz) (12) MS: [M)+ 297, 282, 266(100), 264, 239, 225, 212 (14) X-RAY: (49) SOURCES: Erythrina fusca, E. coralloidts, E. tajumulcensis, E. macrophylla, E. guatemalensis, E. globocalyx, E. oliviae, E. steyermarkii, E. huthuetenangensis, E. lanceolata, E. barqueroana, E. folkersii, E. velutina, E. stricta, E. lysistemon, E. zeyheri, E. senegalensis, E. excelsa, E. latissima, E. abyssinica, E. tahitensis, E. vespertilio, E. burana, E. perrieri, E. suberosa, E. arborescent, E. variegata (4,5), E. glauca (9,13), E. cristagalli ( 14), E. milbraedii ( 45), E.X. bidwillii [ot]20D: +204°(c= 1.0, CHClj) (27) UV: 209 (4.…”

“…Minimal structural proof. 40 [a]D: +233°(r= 1.08, MeOH) (55) UV: 231,258 (55) IR: (KBr) 1235, 1270, 1455, 1500, 1665, 2900…”

Erythrina Alkaloids

“…The former was characterised as 3-demethylerysotrine and the latter as 3-demethylerysovine on the basis of their mass spectral fragmentations. Evidence for the methoxycarbonyl group was obtained from IR and C-NMR spectra, and its position was deduced by decoupling and CH3OOC 119 NOE experiments. The mass spectrum of the alkaloid was typically dienoid, but the molecular ion at m/z 312 (C18H20N2O3) revealed the unexpected presence of a second nitrogen atom, which was assigned to a pyridine ring on the basis of its H-NMR spectrum.…”