(17ξ,20ξ,22ξ,25ξ)-3β-Hydroxy-28-methylveratraman-6(5H)-one

(17ξ,20ξ,22ξ,25ξ)-3β-Hydroxy-28-methylveratraman-6(5H)-one Chemische Eigenschaften,Einsatz,Produktion Methoden

• Beschreibung

  The bulbs of Korolkowia sewerzowii also yield this steroidal alkaloid which is precipitated by the addition of C6H6 to a petroleum ether extract of the mixed alkaloids. The base has [α]_D - 84° (c 0.9, CHC13) and forms crystalline salts, e.g. the hydrobromide, m.p. 289-290°C; the perchlorate, m.p. 244-SoC; isothiocyanate, m.p. 264-SoC; oxime, m.p. 200-1 DC; methiodide, m.p. 244-SoC and semicarbazone, m.p. 190°C after softening at 160°C. The O-acetyl derivative forms a perchlorate, m.p. 178-9°C.
  LiAIH4 or hydrogenation over Pt yields dihydrokorseving, m.p. 218-9°C; [α]_D - 87° (c 0.16, MeOH) which gives a diacetyl derivative, m.p. l33-4°C. Chromic acid oxidation furnishes korsevinone forming a perchlorate, m.p. 240°C after crystallization from H20. The structure of the alkaloid has been determined from mass spectrometry, NMR, ultraviolet and infrared spectroscopy

• Einzelnachweise

  Nuriddinov, Yunusov., Khim. Prir. Soedin., 3, 398 (1967)