Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Colchicine Alkaloids
Biological sources: Colchicum luteum, C. speciosum, Merendera jolantae, M. robusta, M. sobolifera
C20H23NO5: 357.1576
Mp: 132–134°C (Me2CO–MeOH), 245°C (dec., hydroiodide), 134°C (N–Me.) [1, 2]
[α]D −206° (CHCl3) [1]
Solubility: very sol. CHCl3; sol. Me2CO, EtOAc; spar. sol. Et2O, MeOH, EtOH; insol. H2O [2]
UV: 244, 350 [3]
IR: 3645, 3480, 1617, 1601, 1545, 1488, 1475, 1453, 1407, 1348, 1323, 1309, 1277, 1141, 1123, 1094, 1064, 1039, 1016, 979, 945, 922, 861, 844 [3]
MSm/z: 357(M+, 39), 342(21), 326(20), 207(100) [3]
1H NMR: 1.82(1H) and 2.0–2.6 (3H) (2m, 2H–C(5) and 2H–C(6)), 2.25 (NCH3), 3.32(1H, m, H-7), 3.61, 3.92 (each 3H, 6H, s, 3 × OCH3), 4.10–4.80 (NH, OH), 6.54 (1H, s, H-4), 7.28, 7.54 (each 1H, d, J = 11, H-11, H-12), 8.03 (1H, s, H-8) [3]
Table 1
C–1 |
150.6 |
C–7 |
59.8 |
C–12a |
136.5 |
2 |
141.6 |
7a |
151.3 |
1a |
126.3 |
3 |
153.7 |
8 |
118.3 |
1-OCH3 |
61.0 |
4 |
107.7 |
9 |
173.0 |
2-OCH... |
References
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