Fumaritine

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Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Fumaria officinalis, F. schleicheri

C20H21NO5: 355.1420

Mp: 157–159°C (EtOH) [1]

UV: 287 [1]

IR: 3550, 2880, 1590, 1275, 1100 [1]

MSm/z: 355(M+), 340, 324, 192(100) [2]

1H NMR: 2.41(3H, s, NCH3), 3.29(2H, s), 3.85(3H, s, OCH3), 5.47(1H, s), 5.95(2H, s, CH2O2), 6.47, 6.59(each 1H, s, p–H–Ar), 6.68, 6.74(each 1H, d, J = 8, o–H–Ar) [2]

13 C NMR: [ 2]

Table 1

C-1

111.2

C-8

82.3

C-13

44.0

2

144.2

8a

125.5

14

74.5

3

146.4

9

144.2

14a

127.9

4

112.9

10

147.5

NCH3

38.1

4a

127.4

11

108.9

3-OCH3

56.0

5

23.3

12

113.3

9,10-CH2O2

101.6

6

47.6

12a

135.0

   

References

  1. 1.
    D.B. McLean, R.A. Bell, J.K. Saunders, C.Y. Chen, R.H.F. Manske, Canad. J. Chem. 47, 3593 (1969)Google Scholar
  2. 2.
    H.G. Kiryakov, D.W. Hughes, B.C. Nalliah, D.B. MacLean, Can. J. Chem. 57, 53 (1979)Google Scholar

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