(15R,20S)-15,20-ジヒドロ-15,20-エポキシ-12-ヒドロキシセネシオナン-11,16-ジオン 化学特性,用途語,生産方法
説明
This alkaloid of the pyrrolizidine group of bases occurs in Senecio cineraria D.C.,
S. crucifolia and S. Jacobea. It is a laevorotatory base with [α]
17D - 46.3°
(CHCl 3 ). The alkaloid forms crystalline salts and derivatives, e.g. the hydrochloride, m.p. 220°C; [α]
19D - 14.3° (H20); nitrate, m.p. 234°C; methiodide,
m.p. 255°C and the picrate, m.p. 180°C which is soluble in H20. The alkaloid
contains two active hydrogens and on alkaline hydrolysis yields retronecine and
jaconecic acid, ClOH16 0 6, m.p. 182°C; [α]
25D + 31.7° containing three O-methyl
groups
使用
Jacobine is a pyrrolizidine alkaloid which has been shown to be an herbivore insect deterrent and may be used in the protection of vegetation. Extracted from Crassocephalum plant of West Africa.
参考文献
Manske., Can. J. Res., 5,651 (1931)
Hosking, Brandt., New Zealand J. Sci. Tech., 14,638 (1936)
Blackie.,Pharrn. J., 138,102 (1937)
Barger, Blackie., J. Chern. Soc., 584 (1937)
Bradbury, Willis., Austral. J. Chern., 9,258 (1956)
Geissman., ibid, 12,247 (1959)
Bradbury, Masamune., J. Arner. Chern. Soc., 81,5201 (1959)
Masamune., ibid, 82, 5253 (1960)
Freidrichsons, Mathieson, Sutor., Tetrahedron Lett., 35 (1960)
(15R,20S)-15,20-ジヒドロ-15,20-エポキシ-12-ヒドロキシセネシオナン-11,16-ジオン 上流と下流の製品情報
原材料
準備製品