On the Alkaloids of Nelumbo nucifera GAERTN. VIII. Studies on the Alkaloids of Loti Embryo. (1). Structure of Isoliensinine, a New Biscoclaurine Type Alkaloid

Chemical and Pharmaceutical Bulletin
1965.0

Abstract

In 1962, Pan Pei-chuan, et al.1) reported the isolation of liensinine from Chinese drug “Lien Tze Hsin embryo loti, (embryo of the seed of Nelumbo nucifera Gaertn., Fam. Nymphaeaceae) and its structure was shown to be I, based on the result of its Hofmann degradation and permanganate oxidation.∗5 Recently we isolated a new phenolic tertiary base and a new water-soluble quaternary base from Formosan “Lien Tze Hsin.” This paper deals with the structure elucidation of the tertiary base for which we propose the name “isoliensinine.'' The free base of isoliensinine resisted all attempts at crystallization. For the preliminary characterization, several crystalline derivatives were prepared. The hydrochloride crystallized from ethanol to yield colorless needles, m.p. 185~186° and afforded analytical results in agreement with the empirical formula CS7H42O6N2.2HCl-4H2O. The perchlorate gave prisms from ethanol, m.p. 200~203°, [α]D '70.0° (acetone). Analysis afforded results which supported a C37H42O6N2-2HClO4.H2O formula. © 1965, The Pharmaceutical Society of Japan. All rights reserved.

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