CAS Registry Number: 2688-77-9
Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Benzylisoquinoline Alkaloids
Biological sources: Berberis heteropoda
C21H27NO4: 357.1940
Mp: 86–87°C (Me2CO), 220°C (methiodide) [1]
[α]D +48° (CHCl3) [1]
UV: 282(3.82) [1]
IR: 2830, 2780, 1610, 1580, 1520, 1270, 1240 [1]
13 C NMR: [2]
Table 1
C-1 |
65.5 |
C-8 |
110.7 |
C-5′ |
110.7 |
3 |
46.8 |
8a |
132.2 |
6′ |
121.5 |
4 |
25.3 |
α |
40.4 |
6-OCH3 |
55.5 |
4a |
125.8 |
1′ |
129.0 |
7-OCH3 |
55.5 |
5 |
112.8 |
2′ |
110.7 |
3′-OCH3 |
55.3 |
6 |
146.9 |
3′ |
148.3 |
4′-OCH3 |
55.3 |
7 |
146.9 |
4′ |
146.0 |
NCH3 |
42.4 |
HPLC: [3]
Pharm./Biol.: Convulsive agent acting on the extrapyramidal system and mesencephalon [4]
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References
Z.F. Ismailov, S.Yu. Yunusov, Chem. Nat. Comp. 2, 35 (1966)
M. Shamma, D.M. Hindenlang, Carbon −13 NMR Shift Assignment of Amines and Alkaloids (Plenum Press, New York/London, 1979). No. 320
I. Ramzan, J. Chromatogr. 565, 465 (1991)
R.H.F. Manske (ed.), The Alkaloids, Chemistry and Physiology, vol. 15 (Academic Press, New York, 1975), p. 207
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(2013). Laudanosine. In: Azimova, S.S., Yunusov, M.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0560-3_696
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