(±)-リトラニジン

説明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.