Description
A minor alkaloid obtained from Lythrum anceps Mak., the base is a colourless
oil which is non-crystallizable. It contains one methoxyl group, a phenolic and
two non-phenolic hydroxyl groups and a piperidine ring. The O-acetate is identical with Lythranine (q.v.) and the O,O,O-triacetate has been obtained as colourless crystals, m.p. 180-217°C (dec.); [α]
25D - 27°. Methylation with CH2N2
gives a mixture of the O-methyl ether which is amorphous and the O,N-dimethyl
derivative, colourless crystals, m.p. 167 _9°C. Oxidation of the former with
KMn04 yields 2: 2'-dimethoxydiphenyl-5: 5'-dicarboxylic acid. When subjected
to double Hofmann degradations, each followed by hydrogenation, the alkaloid
gives a nitrogen-free base, C27H3S03, m.p. 13 2.5-134°C.
References
Fu;ita et al., Tetrahedron Lett., 4595 (1967)
Fujita, Fuji, Tanaka., ibid, 5905 (1968)
Fujita et al., Chem. Pharm. Bull., 18,2216, 2393 (1970)
Fujita, Fuji, Tanaka., J. Chem. Soc., C, 205 (1971)
Fujita, Fuji., ibid, 1651 (1971)
