Extraction and identification of matrine-type alkaloids from Sophora moorcroftiana using double-templated molecularly imprinted polymers with HPLC-MS/MS.

Double-templated molecularly imprinted polymers with specific recognition of three matrine-type alkaloids were prepared using matrine and oxymatrine as the template molecules. An approach based on double-templated molecularly imprinted solid-phase extraction coupled with high-performance liquid chromatography and tandem mass spectrometry was then developed to extract and purify matrine, oxymatrine, and sophocarpine from Sophora moorcroftiana in the Tibetan plateau herbs. The polymers were characterized by Fourier-transform infrared spectroscopy and scanning electron microscopy. Their adsorption characteristics were evaluated using adsorption kinetics, isotherms, selectivity, and recycling experiments. This polymer exhibited excellent molecular recognition ability and good selectivity. The obtained polymers as adsorbent was further used for the determination of three matrine-type alkaloids coupled to high-performance liquid chromatography with tandem mass spectrometry, the recoveries of three matrines spiked at three concentration levels in samples were 73.25-98.42% (n = 5) with a relative standard deviation less than 6.82%. The limits of detection for the method were 9.23-15.42 μg/kg (S/N = 3). This proposed method was assessed to be an effective method for simultaneous extraction, isolation, and identification of matrine, oxymatrine, and sophocarpine from Sophora moorcroftiana.

[1]  Wen Chen,et al.  Preparation of ellagic acid molecularly imprinted polymeric microspheres based on distillation-precipitation polymerization for the efficient purification of a crude extract. , 2016, Journal of separation science.

[2]  Jing Wang,et al.  Molecularly imprinted polymer for selective extraction and simultaneous determination of four tropane alkaloids from Przewalskia tangutica Maxim. fruit extracts using LC-MS/MS , 2015 .

[3]  Hui Li,et al.  Molecularly imprinted polymer for chlorogenic acid by modified precipitation polymerization and its application to extraction of chlorogenic acid from Eucommia ulmodies leaves. , 2015, Journal of pharmaceutical and biomedical analysis.

[4]  W. Long,et al.  Synthesis, recognition characteristics and properties of l-3-n-butylphthalide molecularly imprinted polymers as sorbent for solid-phase extraction through precipitation polymerization. , 2015, Materials science & engineering. C, Materials for biological applications.

[5]  R. E. El Nashar,et al.  Preparation and application of molecularly imprinted polymer for isolation of chicoric acid from Chicorium intybus L. medicinal plant. , 2015, Analytica chimica acta.

[6]  Hua Yang,et al.  Synthesis of a Temperature-Sensitive Matrine-Imprinted Polymer and Its Potential Application for the Selective Extraction of Matrine from Radix Sophorae Tonkinensis , 2015, International journal of molecular sciences.

[7]  Q. Guo,et al.  De Novo Assembly and Discovery of Genes That Are Involved in Drought Tolerance in Tibetan Sophora moorcroftiana , 2015, PloS one.

[8]  B. Shao,et al.  Molecularly imprinted solid-phase extraction for selective extraction of bisphenol analogues in beverages and canned food. , 2014, Journal of agricultural and food chemistry.

[9]  S. Gibbons,et al.  Flavonoids from Sophora moorcroftiana and their Synergistic Antibacterial Effects on MRSA , 2014, Phytotherapy research : PTR.

[10]  Haoliang Dong,et al.  Synthesis of Chitosan-Based Molecularly Imprinted Polymers for Pre-Concentration and Clean-up of Chloramphenicol , 2014 .

[11]  N. Funaya,et al.  Matrine- and oxymatrine-imprinted monodisperse polymers prepared by precipitation polymerization and their applications for the selective extraction of matrine-type alkaloids from Sophora flavescens Aiton. , 2012, Journal of chromatography. A.

[12]  Zhifeng Guo,et al.  Molecularly imprinted solid-phase extraction of matrine from radix Sophorae tonkinensis. , 2011, The Analyst.

[13]  Jingwei Tian,et al.  Sophocarpine administration preserves myocardial function from ischemia-reperfusion in rats via NF-κB inactivation. , 2011, Journal of ethnopharmacology.

[14]  Qiang Fu,et al.  Matrine-imprinted monolithic stationary phase for extraction and purification of matrine from Sophorae flavescentis Ait. , 2011, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[15]  W. Bi,et al.  Solid-phase extraction of matrine and oxymatrine from Sophora Flavescens Ait using amino-imidazolium polymer. , 2010, Journal of separation science.

[16]  Bao-jiao Gao,et al.  Preparation and recognition performance of cytisine alkaloid-imprinted material prepared using novel surface molecular imprinting technique. , 2010, Journal of separation science.

[17]  D. Maury,et al.  Synthesis and evaluation of new lipomonosaccharide-imprinted polymers as MISPE supports. , 2007, Talanta.

[18]  A. K. Banthia,et al.  Curing study of epoxy resin by new aromatic amine functional curing agents along with mechanical and thermal evaluation , 2007 .

[19]  A. Fernandez-Gutiérrez,et al.  Molecularly imprinted polymers based on iodinated monomers for selective room-temperature phosphorescence optosensing of fluoranthene in water. , 2005, Analytical chemistry.

[20]  Xiwen He,et al.  Preparative separation and determination of matrine from the Chinese medicinal plant Sophora flavescens Ait by molecularly imprinted solid-phase extraction , 2003, Analytical and bioanalytical chemistry.

[21]  Bin Liu,et al.  Effects of Matrine on proliferation and differentiation in K-562 cells. , 2001, Leukemia research.

[22]  F. Dickert,et al.  Double molecular imprinting – a new sensor concept for improving selectivity in the detection of polycyclic aromatic hydrocarbons (PAHs) in water , 2001, Fresenius' journal of analytical chemistry.

[23]  Atta-ur-rahman,et al.  Quinolizidine Alkaloids from Sophora alopecuroides. , 2000, Journal of natural products.

[24]  P. But,et al.  Determination of quinolizidine alkaloids in traditional Chinese herbal drugs by nonaqueous capillary electrophoresis. , 1999, Journal of chromatography. A.

[25]  Z. Xue,et al.  Imprint Coating: A Novel Synthesis of Selective Functionalized Ordered Mesoporous Sorbents. , 1999, Angewandte Chemie.

[26]  Y. Ito,et al.  Preparative separation of alkaloids from the root of Sophora flavescens Ait by pH-zone-refining counter-current chromatography. , 1998, Journal of chromatography. A.

[27]  B. Sellergren,et al.  Direct Drug Determination by Selective Sample Enrichment on an Imprinted Polymer , 1994 .

[28]  J. Schram,et al.  Metal-Ion-Selective Exchange Resins by Matrix Imprint with Methacrylates , 1988 .

[29]  P. Painter,et al.  Hydrogen bonding in polymer blends. 1. FTIR studies of urethane-ether blends , 1988 .

[30]  T. Porstmann,et al.  Characterization by Scatchard plots of monoclonal antibody enzyme conjugates directed against alpha-1-foetoprotein. , 1984, Journal of immunological methods.

[31]  R. Nakamura,et al.  Simplified Scatchard-plot assay for estrogen receptor in human breast tumor. , 1975, Clinical chemistry.