JATRORRHIZINE (fateorhizine)

Description

This quaternary proto berberine alkaloid is unknown in the free state and is obtained as the iodide, yellow-red needles of the monohydrate, m.p. 208-210°C or the chloride, yellow needles, again of the monohydrate, m.p. 206°C. The alkaloid occurs both in the Berberidaceae, Berberis heteropoda, Schrenk., B. Thunbergii DC var. Maximowiczii, B. vulgaris Land Mahonia philippinensis Nutt. and in the Menispermaceae, Archangelisia !lava L. (Merr.), Coscinium blumeanun Miers., Fibrauria chloroleuca Miers., and fateorhiza palmata Lam. (Miers.).
A crystalline nitrate, m.p. 225°C (dec.) and a picrate, m.p. 2l7-220°C (dec.) have also been prepared. With CH2 N2, the alkaloid yields the O-methyl deriva_x0002_tive in the form of the iodide which is identical with palmatine iodide. On reduction, the iodide is converted into dl-tetrahydrojatrorrhizine, m.p. 217 -8°C, the d-form of which is corypalmine.

References

Feist., Arch. Pharm., 245, 586 (1907)
Feist, Sandstede., ibid, 256, I (19l8}
Spath, Duschinsky., Ber., 58, 1939 (1925)
Santos., Univ. Philipp. Nat. Appl. Sci. Bull., 1, 183 (1931)
Orekhov., Arch. Pharm., 271, 323 (1933)
Tomita, Tani., J. Pharm. Soc. Japan, 61, 83 (1941)