lycorenine Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
An alkaloid isolated from Lycoris radiata Herb. the base crystallizes from Me2CO
in rhombic prisms and has [α]
20D + 149.3°. The alkaloid yields crystalline salts
and derivatives, e.g. the aurichloride decomposing at 116°C, platinichloride, also
decomposing before melting at 210°C; picrate, m.p. 162°C (dec.); monoacetyl
derivative, m.p. 185 _7°C. The diacetyl compound has been prepared although
with some difficulty and under forcing conditions, m.p. 17 5-6°C. The alkaloid
behaves as a pseudo-base giving an oxime hydrochloride which decomposes at
258°C. On catalytic hydrogenation it yields the dihydro-derivative, m.p. 175-
7°C and prolonged hydrogenation eventually forms deoxytetrahydrolycorenine,
ClsH2S03N, m.p. 165-8°C although other compounds are also formed at the
same time, e.g. C1sH27 0 2N, m.p. l65-7°C and ClsH2S03N, m.p. l20-3°C. The
methiodide decomposes when heated at 260°C and on treatment with silver
oxide forms two methine bases, of which the (±)-form has been isolated as the
methiodide, m.p. 223°C (dec.). The complete structure has been determined
primarily from the mass spectrum.
Verwenden
Lycorenine is an antibacterial agent extracted from the bulb of Lycoris radiata.
Einzelnachweise
Kondo, Tomimura, Ishiwatari., J. Pharrn. Soc., Japan, 52, 51 (1932)
Spectra:
Inuka et aI., Tetrahedron Lett., 4745 (1966)
Stereochemistry:
Mizukami., Tetrahedron, 11,89 (1960)
lycorenine Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
