LC/MS Guided Isolation of Alkaloids from Lotus Leaves by pH-Zone-Refining Counter-Current Chromatography

Molecules

Xia Xu¹  Cui-Rong Sun¹  Xiao-Jing Dai¹  Rui-Lin Hu¹  Yuan-Jiang Pan¹ 

[1] ¹Department of Chemistry, Zhejiang University, Hangzhou 310027, China ²Zhejiang Hisoar Pharmaceutical Co., LTD., No.100, Waisha Branch Rd., Jiaojiang District, Taizhou 318000, China

关键词: Nelumbo nucifera Gaertn.;    alkaloids;    minor component separation;    pH-zone-refining counter-current chromatography;   

DOI  :  10.3390/molecules16032551

来源: mdpi

【 摘 要 】

The traditional methods used in natural product separation primarily target the major components and the minor components may thus be lost during the separation procedure. Consequently, it’s necessary to develop efficient methods for the preparative separation and purification of relatively minor bioactive components. In this paper, a LC/MS method was applied to guide the separation of crude extract of lotus (Nelumbo nucifera Gaertn.) leaves whereby a minor component was identified in the LC/MS analysis. Afterwards, an optimized pH-zone-refining CCC method was performed to isolate this product, identified as N-demethylarmepavine. The separation procedure was carried out with a biphasic solvent system composed of hexane-ethyl acetate-methyl alcohol-water (1:6:1:6, v/v) with triethylamine (10 mM) added to the upper organic phase as a retainer and hydrochloric acid (5 mM) to the aqueous mobile phase eluent. Two structurally similar compounds – nuciferine and roemerine – were also obtained from the crude lotus leaves extract. In total 500 mg of crude extract furnished 7.4 mg of N-demethylarmepavine, 45.3 mg of nuciferine and 26.6 mg of roemerine with purities of 90%, 92% and 96%, respectively. Their structures were further identified by HPLC/ESI-MSⁿ, FTICR/MS and the comparison with reference compounds.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.