Abstract
We investigated the aerial part of Aconitum leucostomum Worosch collected in the Altai Mountains of Xinjiang– Uyghur Autonomous Region of the PRC. Extraction by CHCl3 of the aerial part of the plant (2.9 kg) afforded total bases (13.26 g, 0.45%). Part of the total alkaloids (6.7 g, pH 6) was chromatographed over a column of Al2O3 with elution by hexane:acetone (5:1, 1:1), CHCl3, and CHCl3:MeOH (5:1, 1:1). The first hexane:acetone effluents afforded lappaconitine (2.09 g) and N-deacetyllappaconitine (0.13 g). Part of the total bases (6.36 g, pH 10) was chromatographed over a column of Al2O3 with elution by hexane:acetone (5:1, 1:1), acetone, and acetone:MeOH (10:1, 5:1, 1:1). The hexane:acetone effluents afforded lappaconitine (1.16 g) and ranaconitine (0.06 g). Base 1 (0.04 g), mp 234°C, was isolated from the acetone fractions. In continuation of the investigation of the alkaloid composition of A. septentrionale (Ranunculaceae) roots collected in the Russian Federation in the Republic of Bashkortostan, we chromatographed the mother liquor of lappaconitine (64 g) over a column of silica gel (290 g) [1]. The column was eluted with CHCl3 and CHCl3:MeOH (100:1, 50:1, 25:1) A total of 460 100-mL fractions was collected. Work up of the initial CHCl3 effluents (fractions 1–5) with acetone separated lappaconitine (2.66 g), mp 216–218°C; of subsequent fractions (6–35), N-deacetyllappaconitine (0.18 g), mp 208–211°C. The CHCl3:MeOH effluents (100:1) (fractions 131–151) were worked up with acetone:EtOH to afford sepaconitine (0.06 g), mp 253–255°C. The CHCl3:MeOH effluents (50:1) (fractions 190–206) were rechromatographed over a column of silica gel. Elution by CHCl3 and CHCl3:MeOH (50:1) isolated songorine (0.02 g), mp 201–203°C. Then, CHCl3:MeOH (25:1) gave fractions 385–425 that were rechromatographed over a column of silica gel with elution by CHCl3:MeOH (50:1 and 25:1). Fractions of 10 mL were collected. Fractions that were identical with respect to Rf were combined and worked up with EtOH to isolate 1, C22H33NO2, mp 236°C (EtOH).
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