Narcissus and Daffodil

176 J. Bastida and F. Viladomat
Table 6.3 Continued
Alkaloid* Formula MW Spectroscopic data References
38 poetinatine C20H23NO6 373 IR, MS, 1 H NMR Döpke and Nguyen, 1974
60 pretazettine C18H21NO5 331 UV, IR, MS,
1
H NMR
Ghosal et al., 1984
CD
Wagner et al., 1996
3 pseudolycorine C16H19NO4 289 UV, IR, MS,
1 13
H NMR, C NMR
Llabrés et al., 1986a
4 1-O-acetylpseudolycorine
5 2-O-acetylpseudolycorine
6 9-O-methylpseudolycorine
C 18H 21NO 5 331 UV, IR, MS,
1 H NMR
Note
* Alkaloids are listed in alphabetical order with disruption of the derivatives that follow the principal
alkaloid.
Proton nuclear magnetic resonance
C 18H 21NO 5 331 UV, IR, MS,
1 H NMR, 13 C NMR
C 17 H 21 NO 4 303 UV, MS, 1 H NMR
IR
22 roserine C18H22NO3 300 MS, 1 H NMR,
13
C NMR
58 tazettine C18H21NO5 331 UV
IR
MS, 1 21 tortuosine
H NMR,
13
C NMR
CD
X-Ray
C18H18NO3 296 IR, MS, 1 H NMR,
13
C NMR
65 trisphaeridine C14H9NO2 223 UV, IR, MS,
1
H NMR
13
C NMR
20 vasconine C17H16NO2 266 IR, MS
1 13
H NMR, C NMR
39 vittatine C 16H 17NO 3 271 UV, IR, MS,
1 H NMR, 13 C NMR
1 H NMR
13 C NMR
CD
Llabrés et al., 1986a
Llabrés et al., 1986a
Evidente et al., 1984
Fales et al., 1956
Bastida et al., 1992b
Wildman and Kaufman,
1954
Trimiño et al., 1987
Ghosal et al., 1984
Crain et al., 1971
Wagner et al., 1996
Ide et al., 1996
Bastida et al., 1995a
Suau et al., 1990b
Viladomat et al., 1997
Bastida et al., 1992a
Almanza et al., 1996
Vázquez-Tato et al., 1988
Pabuççuoglu et al., 1989
Frahm et al., 1985
Wagner et al., 1996
1 H-NMR spectroscopy gives important information about the different types
of Amaryllidaceae alkaloids. Several early contributions about homolycorine and
crinane-haemanthamine type alkaloids were made by Hawksworth et al. (1965)
and Haugwitz et al. (1965). In the last decade, the routine use of 2D-NMR techniques
(Correlated Spectroscopy (COSY), Nuclear Overhauser Enhancement and
Exchange Spectroscopy (NOESY), Rotating Frame Nuclear Overhauser Effect
Spectroscopy (ROESY), etc.) has facilitated the structural assignments and the
settling of their stereochemistry.