Isolation and preparation of an imidazole alkaloid from radix of Aconitum pendulum Busch by semi-preparative high-speed counter-current chromatography

doi:10.3724/SP.J.1123.2013.12007

Abstract

Abstract:

Aconitum pendulum Busch is rich C₁₉ diterpenoid alkaloids, but there is no report of imidazole alkaloid in Aconitum pendulum Busch. In this study, an imidazole alkaloid named 1H-imidazole-2-carboxylic acid, butyl ester (ICABE) was successfully separated from Aconitum pendulum Busch with semi-preparative high-speed counter-current chromatography (HSCCC). The partition coefficient was measured by HPLC to select the solvent systems for ICABE separation by HSCCC. The separation was performed with a two-phase solvent system composed of n-hexane-chloroform-ethanol-water (10:1:13:2, v/v/v/v). The upper phase was used as the stationary phase and the lower phase as the mobile phase. It was operated at a flow rate of 1.8 mL/min. The apparatus was rotated at 850 r/min, and the detection wavelength was set at 230 nm. Under the selected conditions, a high efficiency separation of HSCCC was achieved, and 7.5 mg of ICABE was obtained from 100 mg of the crude sample of Aconitum pendulum in one-step separation within 350 min. The HPLC analysis showed that the purity of the compound was over 98%. The chemical structure was confirmed by UV, ¹H-NMR and ¹³C-NMR. The established method is simple, highly efficient and suitable for large scale separation of ICABE from radix of Aconitum pendulum Busch.

Key words: Aconitum pendulum Busch, high-speed counter-current chromatography (HSCCC), imidazole alkaloid, semi-preparation

CLC Number:

O658

LIU Yongling, CHEN Tao, CHEN Chen, ZOU Denglang, LI Yulin. Isolation and preparation of an imidazole alkaloid from radix of Aconitum pendulum Busch by semi-preparative high-speed counter-current chromatography[J]. Chinese Journal of Chromatography, 2014, 32(5): 543-546.

References

[1] Zhang Y W, Dong L, Ma X Q, et al. Journal of Ningxia Medical University (张义伟, 董琳, 马学琴, 等. 宁夏医科大学学报), 2009, 31(1): 9
[2] Chen F E. Journal of Anhui Agricultural Sciences (陈凤娥. 安徽农业科学), 2007, 35(32): 10353
[3] Ai C, Zhu Y Y, Zhao C Q. Natural Product Research and Development (艾嫦, 朱妍妍, 赵长琦. 天然产物研究与开发), 2012, 24(2): 248
[4] Liu M Z, Zhang S J, Yang C H, et al. Chinese Journal of Chromatography (刘敏卓, 张思佳, 杨春华, 等. 色谱), 2011, 29(5): 430
[5] Zhang P P, Zhang F C, Wang Z H, et al. Chinese Journal of Chromatography (张盼盼, 张福成, 王朝虹, 等. 色谱), 2013, 31(3): 211
[6] Cai C Q, Yang C H, Liang J Y, et al. Strait Pharmaceutical Journal (蔡超群, 杨春华, 梁敬钰, 等. 海峡药学), 2013, 25(3): 1
[7] Beck G, Heitzer H, Eue L, et al. European Patent, EP31086A1, 1981-07-01
[8] Hassan W H B, Al-Taweel A M, Proksch P. Saudi Pharm J, 2009, 17(4): 295
[9] Zhang F, Wang X M, Peng S L, et al. Chinese Pharmaceutical Journal (张帆, 王兴明, 彭树林, 等. 中国药学杂志), 2006, 41(24): 1851
[10] Wang Y J, Zeng C J, Yao Z, et al. Chinese Traditional and Herbal Drugs (王毓杰, 曾陈娟, 姚喆, 等. 中草药), 2010, 41(3): 347
[11] Zhang S J, Wang M Y, Wang C H. Sep Purif Technol, 2011, 76(3): 428
[12] Sutherland I A, Fisher D. J Chromatogr A, 2009, 1216(4): 740
[13] Liu Y, Yu G X. Chinese Journal of Chromatography (刘云, 俞桂新. 色谱), 2007, 25(5): 735
[14] Wang Y Y. [MS Dissertation]. Hangzhou: Zhejiang University (王颖滢. [硕士学位论文]. 杭州: 浙江大学), 2012
[15] Guan R Q, Zhang M D, Shi X P, et al. Science and Technology of Food Industry (关荣琴, 张鸣镝, 石雪萍, 等. 食品工业科技), 2011, 32(7): 257
[16] Zhang N S, Wang J B, Wang X Y, et al. Chinese Journal of Chromatography (章能胜, 王金彬, 汪小艳, 等. 色谱), 2010, 28(1): 68
[17] Dai D S, Wang Y M, Luo G A. Chinese Journal of Analytical Chemistry (戴德舜, 王义明, 罗国安. 分析化学), 2001, 29(5): 586