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第 11 期 郗万宝，等: 分子印迹聚合物纯化甘草酸 ·1865·

出峰显著变小，这说明甘草酸得到了较好的纯化。 [3] Charpe T W, Rathod V K. Extraction of glycyrrhizic acid from
经外标法计算得到，甘草酸提取液（甘草酸质量分 licorice root using ultrasound: Process intensification studies[J].
Chemical Engineering and Processing: Process Intensification, 2012,
数为 11.27%）经印迹聚合物吸附洗脱后其质量分数 54: 37-41.
提高到 73.10%，回收率为 86.87%。 [4] Wang R, Lin C, Liu J, et al. Pressured microwave-assisted hydrolysis
of crude glycyrrhizic acid for preparation of glycyrrhetinic acid[J].

Chinese Journal of Chemical Engineering, 2012, 20(1): 152-157.
[5] Shabkhiz M A, Eikani M H, Bashiri Sadr Z, et al. Superheated water
extraction of glycyrrhizic acid from licorice root[J]. Food Chemistry,
2016, 210: 396-401.
[6] Hedayati A, Ghoreishi S M. Supercritical carbon dioxide extraction
of glycyrrhizic acid from licorice plant root using binary entrainer:
Experimental optimization via response surface methodology[J].
Journal of Supercritical Fluids, 2015, 100: 209-217.
[7] Sun C, Xie Y, Tian Q, et al. Cloud point extraction of glycyrrhizic
acid from licorice root[J]. Separation Science and Technology, 2007,
42(14): 3259-3270.
[8] Yang L, Li L L, Liu T T, et al. Development of sample preparation

method for isoliquiritigenin, liquiritin, and glycyrrhizic acid analysis
图 5 上样溶液（a）、清洗溶液（b）和洗脱溶液（c）的液 in licorice by ionic liquids-ultrasound based extraction and high-
performance liquid chromatography detection[J]. Food Chemistry,
相色谱图
Fig. 5 Chromatograms of glycyrrhizic acid: (a) loading solution [9] 2013, 138(1): 173-179.
Ma J G, Xiu Z L, Zhang D J, et al. Concentration and separation of
after SPE; (b) washing solution after SPE; (c) eluting glycyrrhizic acid by foam separation[J]. Journal of Chemical
solution after SPE
Technology & Biotechnology, 2002, 77(6): 720-724.
[10] Zheng Y F, Wei J H, Qi L W, et al. A green and efficient protocol for
3 结论 large-scale production of glycyrrhizic acid from licorice roots by
combination of polyamide and macroporous resin adsorbent
chromatography[J]. Journal of Separation Science, 2013, 36(4): 809-816.
采用沉淀聚合法制备了一系列甘草酸印迹聚合 [11] Tian M, Yan H, Row K H. Simultaneous extraction and separation of
物，当甘草酸添加量为 0.16 mmol、交联剂选择 DVB liquiritin, glycyrrhizic acid, and glabridin from licorice root with
（4 mmol）、单体选择 MAA（1.6 mmol）、致孔剂为 analytical and preparative chromatography[J]. Biotechnology and
Bioprocess Engineering, 2009, 13(6): 671-676.
25 mL 乙腈和 8 mL DMF 的混合溶液时，MIPs 对甘 [12] Yang Weihai (杨卫海), Yan Shoulei (严守雷), Wei Chen (卫晨), et al.
草酸的吸附性能最好。在 5 g/L 的甘草酸溶液中，MIPs Preparation of melamine molecularal imprinted polymer microspheres
by precipitetionpolymerization[J]. Acta PolymericaSinica (高分子学
对甘草酸的平衡吸附量可达 398.5 mg/g，吸附因子 报), 2010, 1(10): 1163-1169.
为 3.73。FTIR 结果证明，甘草酸与印迹聚合物内单 [13] Song X, Li J, Wang J, et al. Quercetin molecularly imprinted
体以氢键的方式连接。SEM 表征可知，甘草酸的加 polymers: Preparation, recognition characteristics and properties as
sorbent for solid-phase extraction[J]. Talanta, 2009, 80(2): 694-702.
入使印迹微球的尺寸增大，并影响微球的形状和均 [14] Quaglia M, De Lorenzi E, Massolini G, et al. Surface initiated
一性。吸附动力学研究表明，MIPs 对甘草酸的吸附 molecularly imprinted polymer films: A new approach in chiral
capillary electrochromatography[J]. Analyst, 2001, 126(9): 1495-1498.
更符合拟一级动力学模型。通过对印迹聚合物的吸 [15] Fan Cunhua (范存华), Yang Yiqun (杨逸群), Zhao Wei (赵伟), et al.
附等温线和 Scatchard 模型分析可知，MIPs 存在对 Research on amphiphilic copolymer mip micelles electrochemical
sensor[J]. Acta Chim Sinica (化学学报), 2013, 71: 934-940.
甘草酸特异性吸附的高亲和力位点。重复性测试得
[16] Sui Hongyan (隋洪艳), Li Hongqi (李红旗), Shen Zhongyao (沈忠
出，循环吸附-解析 5 次，MIPs 对甘草酸的吸附量 耀 ). Chiral separation of amino acid derivatives by molecular
未有明显的下降，说明印迹材料具有良好的重复使 imprinting technique( Ⅱ )-preparation of molecularly imprinted
polymers, chromatographical evaluation and physical and chemical
用性。将印迹聚合物用于甘草提取物精制，甘草酸 character formulation [J]. Fine Chemicals (精细化工), 2003, 20(6):
的质量分数由原来的 11.27%提高到 73.10%，回收率 345-348, 373.
[17] Cirillo G, ParisiO I, Curcio M, et al. Molecularly imprinted polymers
达 86.87%。该方法具有快速、经济和高效的特点， as drug delivery systems for the sustained release of glycyrrhizicacid
可应用于甘草提取物中甘草酸的精制和检测。 [J]. J Pharm Pharmacol, 2010, 62(5): 577-582.
[18] Tang W, Du W, Guo P, et al. Molecularly imprinted solid phase
参考文献： extraction using bismethacryloyl-β-cyclodextrin and methacrylic acid
as double functional monomers for selective analysis of glycyrrhizic
[1] Sun X, Duan X, Wang C, et al. Protective effects of glycyrrhizic acid
acid in aqueous media[J]. Journal of Chromatographic Science, 2017,
against non-alcoholic fatty liver disease in mice[J]. European Journal 55(2): 166-173.
of Pharmacology, 2017, 806: 75-82.
[19] Figueiredo L, Erny G L, Santos L, et al. Applications of molecularly
[2] Li B, Yang Y, Chen L, et al. 18α-Glycyrrhetinic acid monoglucuronide
imprinted polymers to the analysis and removal of personal care
as an anti-inflammatory agent through suppression of the NF-κB and
products: A review[J]. Talanta, 2016, 146: 754-765.
MAPK signaling pathway[J]. Med Chem Commun, 2017, 8(7):
1498-1504. （下转第 1870 页）