Abstract

Four known alkaloids, lycorine (I), tazettin (II), nerinine (III), haemanthidine (IV) and a new alkaloid C16H19O4N, m.p. 201-202° (decomp.), were isolated from Zephyranthes candida HERB., Amaryllidaceae (Japanese name “Tamasudare”) which has been cultured in Japan as decorative plants.Physical constants of the new alkaloid which is designated zephyranthine are as follows: [α]D24 -43.17° (c=0.47, CHCl3); IR νmaxKBrcm-1: 3470 (-OH), 1040, 945 (methylenedioxy group); pKa′ 9.20 in water; UV λmaxEtOH 291mμ (log ε 3.71). The alkaloid contains one methylenedioxyphenyl group, two hydroxyl groups and one tertiary nitrogen, but no N-methyl, O-methyl or olefinic unsaturated functional groups. It gives diacetate, C20H23O6N, m.p. 68-70° and acetate hydrochloride, C20H23O6N⋅HCI, m.p. 294-295° (decomp.).

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