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]
MS m/z: 355(M+), 340, 324, 192(100) [2]
1 H 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 |
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References
D.B. McLean, R.A. Bell, J.K. Saunders, C.Y. Chen, R.H.F. Manske, Canad. J. Chem. 47, 3593 (1969)
H.G. Kiryakov, D.W. Hughes, B.C. Nalliah, D.B. MacLean, Can. J. Chem. 57, 53 (1979)
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(2013). Fumaritine. In: Azimova, S.S., Yunusov, M.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0560-3_845
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