Leontice albertii

Sophoridine was isolated from Sophora alopecuroides L. (190,191), Lep-torhabdos parviflora Benth. (192), S. flavenscens Ait. (22), and Euchresta jap-onica Benth. (40). (-l-)-Sophoridine was also isolated from Leontice albertii Rgl. (196,197). The structure of the carbon-nitrogen skeleton was established with the formation of octodehydromatrine (177) on dehydrogenation over palladized... 

Albertidine, isolated from Leontice Albertii Rgl. (196,197), is a crystalline, optically active tribase. There are IR absorption bands for a trani-quinolizidine system at 2750 and 2793 cm and a six-membered lactam carbonyl at 1640 cm The absorption in the fingerprint region is similar to that of matrine. The mass spectrum of albertidine is characterized by ion peaks at miz 247 (M -1), 219, 205, 192, 177, 150, 137, 98, and 96 which are typical for matrine alkaloids (209). On the basis of spectroscopic data and taking into account the tranj-quinolizidine band in the IR spectrum, the probable structure 182, with rings A/B-trans, was proposed. 

Albertine, isolated from Leontice Albertii Rgl. (216,226,227), is an optically active monoacidic tribase. There are the absorption bands at 1655 (lactam carbonyl), 1675 (double bond), 2795-2760 (tra i-quinolizidine), and 3300 cm (hydroxyl group) in the IR spectrum. The UV spectrum shows an absorption maximum at 224 nm (log e = 4.2) for a —C=C——C=0 group. Albertine... 

Albertamine, (-)-leontalbamine, and (+)-leontismidine were isolated from Leontice albertii and L. Smirnovii (228,229). They have the same composition, C,5H24N202. The IR spectra of these alkaloids are characterized by the absorption bands giving evidence for the presence of hydroxyl and amide carbonyl groups. There is also absorption (except in the albertamine spectrum) in the region of 2700-2800 cm attributed to trans-quinolizidine systems. The UV spectra show absorption maxima at 220 nm. 

The structures of two new alkaloids, Hndenianine (15) from Lupinus lindenianus and albertamine (20) from Leontice albertii, are discussed later in this section. 

The constitution (20) suggested for the new alkaloid, albertamine, isolated from Leontice albertii, does not appear to have been established with certainty. Spectroscopic and chemical studies indicate the presence of a hydroxyl and a carbonyl group, while reaction with thionyl chloride and hydrogenation of the resultant chloro-derivative yielded darvasamine (21). 

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