QUININE Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

This alkaloid from Solanum dulcamara forms colourless plates when crystallized from MeOH. It is laevorotatory with [α]_D - 50° (c 0.4, CHCI₃). The alkaloid forms the O,N-diformyl derivative which exists as two rotational isomers, the trans with m.p. 222-4°C; [α]²⁰_D - 21.2° (CHCI₃) and the cis isomer with m.p. 202-4°C; [α]²⁰_D - 69.6° (CHCI₃).

Verwenden

Soladulcidine is a steroidal glycoalkaloid extracted from tomato leaves and berries and can induce craniofacial malformations in hamsters.

Einzelnachweise

Schreiber., Planta Med., 6,93 (1958)
Alkemeyer, Sandor., Naturwiss., 46, 207 (1959)
Schreiber, Adam., Experientia, 17,13 (1961)
Schreiber, Adam., Annalen, 666, 155 (1963)
Synthesis:
Adam, Schreiber., Experientia, 21,471 (1965)
Adam, Schreiber., Tetrahedron, 22, 3591 (1966)
Absolute configuration:
Boll, von Philipsborn., Acta Chem. Scand., 19,1365 (1965)

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• (22R,25R)-5α-Spirosolane-3β-ol
• Dihydrosolasodine
• Soladulcidine
• (2aS,2'R,4S,5'R,6aS,6bS,8aS,8bR,9S,11aS,12aS,12bR)-5',6a,8a,9-tetramethyloctadecahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-piperidin]-4-ol
• Spirosolan-3-ol, (3β,5α,22α,25R)-
• 511-98-8
• Alkaloids