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Narcissus and Daffodil

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162 J. Bastida <strong>and</strong> F. Viladomat<br />

Table 6.2 Continued<br />

Species* Alkaloids References<br />

<strong>Narcissus</strong> L. cv. Texas<br />

(contd.)<br />

<strong>Narcissus</strong> L. cv. Totus<br />

Albus Prior = N. papyraceus<br />

Ker. Gawl.<br />

1 lycorine<br />

63 narciclasine<br />

76 narwedine<br />

11 pluviine<br />

12 norpluviine<br />

<strong>Narcissus</strong> L. cv. Twink 69 galanthamine<br />

7 galanthine<br />

49 haemanthamine<br />

1 lycorine<br />

11 pluviine<br />

<strong>Narcissus</strong> L. cv. Van Sion 69 galanthamine<br />

72 norgalanthamine<br />

7 galanthine<br />

49 haemanthamine<br />

23 homolycorine<br />

78 norlycoramine<br />

31 lycorenine<br />

1 lycorine<br />

11 pluviine<br />

58 tazettine<br />

Ceriotti et al., 1967<br />

Kirby <strong>and</strong> Michael,<br />

1973<br />

Kirby <strong>and</strong> Tiwari,<br />

1966<br />

Piozzi et al., 1969<br />

63 narciclasine Ceriotti et al., 1967<br />

Piozzi et al., 1969<br />

Boit <strong>and</strong> Ehmke,<br />

1956<br />

Boit et al., 1957c<br />

Boit <strong>and</strong> Ehmke,<br />

1956<br />

Boit et al., 1957c<br />

<strong>Narcissus</strong> L. cv. Verger 63 narciclasine Ceriotti et al., 1967<br />

Piozzi et al., 1969<br />

<strong>Narcissus</strong> sp. 69 galanthamine<br />

63 narciclasine<br />

64 narciprimine<br />

2 poetaminine<br />

Ceriotti, 1967<br />

Cherkasov et al., 1989<br />

Piozzi et al., 1968<br />

Willaman <strong>and</strong> Li,<br />

1970<br />

Note<br />

*The taxonomical aspects are based on the works of Barra <strong>and</strong> López-González (1984a,b), Blanchard<br />

(1990), Dorda <strong>and</strong> Fernández-Casas (1984a,b, 1989, 1990, 1994), Dorda et al. (1991), Fern<strong>and</strong>es (1975,<br />

1991), Fernández-Casas (1983, 1984a,b, 1986) <strong>and</strong> Pugsley (1933) for wild <strong>Narcissus</strong> species <strong>and</strong><br />

hybrids, <strong>and</strong> those of Boit <strong>and</strong> Döpke (1956), Boit <strong>and</strong> Ehmke (1956), Boit et al. (1957b,c), Jefferson-<br />

Brown (1991), Kington (1989) <strong>and</strong> Piozzi et al. (1969) for <strong>Narcissus</strong> cultivars.<br />

Although L-phenylalanine (L-phe) <strong>and</strong> L-tyrosine (L-tyr) are closely related in<br />

chemical structure, they are not interchangeable in plants. In the Amaryllidaceae<br />

alkaloids, L-phe serves as a primary precursor of the C 6 –C 1 fragment, corresponding<br />

to ring A <strong>and</strong> the benzylic position (C-6), <strong>and</strong> L-tyr is the precursor of ring C,<br />

the two-carbon side chain (C-11 <strong>and</strong> C-12) <strong>and</strong> nitrogen, C 6 –C 2 –N. The conversion<br />

of L-phe to the C 6 –C 1 unit requires the loss of two carbon atoms from the side chain<br />

as well as the introduction of at least two oxygenated substituents into the aromatic<br />

ring, which is performed via cinnamic acids. The presence of the enzyme phenylalanine<br />

ammonia lyase (PAL) has been demonstrated in Amaryllidaceae (Suhadolnik<br />

et al., 1963), <strong>and</strong> the elimination of ammonia mediated by this enzyme is known<br />

to occur in an antiperiplanar manner to give trans-cinnamic acid, with loss of the

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