| Identification | Back Directory | [Name]
LOCHNERINE | [CAS]
522-47-4 | [Synonyms]
LOCHNERINE
Lochenerine
Luo Ke alkali
(+)-Lochnerine
(+)-Lochenerine
10-O-Methylsarpagine
10-Methoxynormacusine B
10-Methoxysarpagan-17-ol
Sarpagan-17-ol, 10-methoxy-
6,10-Methanoindolo[3,2-b]quinolizine-11-methanol,9-ethylidene-5,6,8,9,10,11,11a,12-octahydro-2-methoxy-,(6S,7R,9E,10R,11R,11aS)- | [Molecular Formula]
C20H24N2O2 | [MDL Number]
MFCD01716221 | [MOL File]
522-47-4.mol | [Molecular Weight]
324.422 |
| Hazard Information | Back Directory | [Description]
This carboline alkaloid has been obtained from Lochnera rosea and is also present
in curare (Strychnos toxifera). Early preparations have been designated Alkaloid
'C' and C-Alkaloid T. It has [α]D + 56° (pyridine) or + n° (EtOH) and forms a
crystalline picrate with a double melting point of 177-9°C and 243-5°C (dec.).
The methiodide is identical with lochneram iodide, m.p. 235-8°C. A characteristic p-toluenesulphonyl derivative has been prepared, m.p. 153-4°C. One
primary alcoholic hydroxyl is present and the alkaloid yields the O-acetate as
colourless needles, m.p. 243°C; [α]D - 5.6° ± 3.0° (c 0.36, pyridine). The structure is that of O-methylsarpagine. | [Uses]
Lochnerine is an indole alkaloid can be isolated from the stem bark extract of Alstonia macrophylla[1]. | [References]
Janot, LeMen., Cornpt. rend., 243, 1789 (1956)
Mors et at., Chern. Ind., 173 (1956)
Arnold et at., Helv. Chirn. Acta, 40, 705 (1957)
Arnold et al., ibid, 41, 1505 (1958)
Karrer et at., Angew. Chern., 70,644 (1958) |
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