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Isolation and structure of neoanisatin

✍ Scribed by Susumu Takada; Shiro Nakamura; Kiyoyuki Yamada; Yoshimasa Hirata

Publisher: Elsevier Science
Year: 1966
Tongue: French
Weight: 273 KB
Volume: 7
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)72935-2

No coin nor oath required. For personal study only.

✦ Synopsis

From the reeds of Japanese star anise*, Illicium rrliaiosum Sieb. et Zuco. (Illicium aniaatur I*.), Lsne and his co-uorkers isolated a toxic compound "anlsatin", and described its partial structure(l). Recently we reported the whole structure of anisatin(If as shown below(2). In this communication. we wish to report the isolation and the structure of a new toxic compound for which the name "neoanisatin" is proposed. Neoanisatin was obtained by the modified Lane's method(l) from the seeds of Japanese star anise together with anfsatin. Chromatographic separation (alumina) and recrystallization from ethyl acetate gave crystalline complexes (C15H200,*CR3COOC2H5~ m.p. ca. 220*(dec.))**. Recrystallization of the complexes from water gave pure neoanisatin(I1). The intraperitoneal dose for the mouse fs ca. la/g. of the body ueight. Ihe properties of * Japanese name. "Shtkimi". ** Satisfactory analyses were obtained for all new oompounds.

Melting points were not corrected.

473')

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