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Nuciferine (1,2-Dihydroxyaporphine)

Reference work entry

CAS Registry Number: 475-83-2 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids – Aporphine Alkaloids

Biological sources: Papaver orientale

C19H21NO2: 295.1572

Mp: 164–165°C (EtOH)

[α]D −164° (MeOH) [1]

UV: 230, 274, 312 [1]

IR: 1600, 1500, 1425, 1375, 1250 [1]

MSm/z: 295(M+, 100), 294, 280, 252, 237, 221 [1]

1H NMR: 2.54(3H, s, NCH3), 3.66, 3.88(each 3H, s, 2 × OCH3), 6.66(1H, s), 7.15–7.35(3H, m), 8.33(1H, m) [1]

13 H NMR(DMSO-d 6): [ 2]

Table 1

C-1

144.3

C-5

52.3

C-10

127.1

1a

125.7

6a

61.9

11

126.6

1b

128.6

7

34.3

 11a

131.5

2

151.4

7a

136.2

NCH3

43.6

3

111.8

8

127.9

1-OCH3

59.6

3a

127.5

9

127.5

2-OCH3

55.6

4

28.6

       

References

  1. 1.
    H. Guinaudeau, A. Cave, R.R. Paris, Phytochemistry 10, 1963 (1971)Google Scholar
  2. 2.
    E. Wenkert, B.L. Buckwalter, I.R. Burfitt, M.J. Gasic, H.E. Gottlieb, E.W. Hagaman, F.M. Schell, P.M. Wovkulich, in Topics in 13 C NMR Spectroscopy, ed. by G.C. Levy, 2nd edn. (Wiley, New-York, 1976), p. 81Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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