Novel immunoassay and rapid immunoaffinity chromatography method for the detection and selective extraction of naringin in Citrus aurantium.

In this work, a novel monoclonal antibody specific for naringin was prepared and characterized. Subsequently, an indirect competitive enzyme-linked immunosorbent assay for naringin was developed, with an effective range from 4.8 to 156 ng/mL naringin. Next, an immunoaffinity column was obtained by coupling anti-naringin monoclonal antibodies to CNBr-activated Sepharose 4B and a rapid immunoaffinity chromatography assay for naringin was developed. The immunoaffinity column was used to separate naringin from Citrus aurantium. The results showed that 1 g of the dry Sepharose 4B can couple 10 mg of immunoglobulin G. And the immunoaffinity column can efficiently and specifically capture approximately 250 μg of naringin without cross reacting with its structurally similar compounds. Moreover, our results indicate that the application of immunoaffinity chromatography can simplify the pretreatment and the isolation process greatly compared to conventional methods, providing a potential method for extracting the target component from structurally similar compounds in natural products.

[1]  Qingguo Wang,et al.  Development of a Fluorescence-Linked Immunosorbent Assay for Baicalin , 2015, Journal of Fluorescence.

[2]  Qingguo Wang,et al.  Development of immunoaffinity chromatography to specifically knockout baicalin from Gegenqinlian Decoction. , 2015, Journal of separation science.

[3]  Qingguo Wang,et al.  Development of an enzyme-linked immunosorbent assay and immunoaffinity chromatography for glycyrrhizic acid using an anti-glycyrrhizic acid monoclonal antibody. , 2015, Journal of separation science.

[4]  D. Leeman,et al.  The use of immunoaffinity columns connected in tandem for selective and cost-effective mycotoxin clean-up prior to multi-mycotoxin liquid chromatographic-tandem mass spectrometric analysis in food matrices. , 2015, Journal of chromatography. A.

[5]  Qingguo Wang,et al.  Development of an enzyme-linked immunosorbent assay for chenodeoxycholic acid using an anti-chenodeoxycholic acid monoclonal antibody , 2015 .

[6]  Qingguo Wang,et al.  A Sensitive and Specific Indirect Competitive Enzyme-Linked Immunosorbent Assay for Detection of Paeoniflorin and Its Application in Pharmacokinetic Interactions between Paeoniflorin and Glycyrrhizinic Acid , 2015, Planta Medica.

[7]  Ming Wu,et al.  Identification of the Chemical Constituents in Aqueous Extract of Zhi-Qiao and Evaluation of Its Antidepressant Effect , 2015, Molecules.

[8]  Qingguo Wang,et al.  Development of ELISA for detection of Rh1 and Rg2 and potential method of immunoaffinity chromatography for separation of epimers. , 2015, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[9]  Qingguo Wang,et al.  Establishment of an Enzyme-Linked Immunosorbent Assay and Application on Determination of Ginsenoside Re in Human Saliva , 2014, Planta Medica.

[10]  Li Yang,et al.  Mass-spectrometry-directed analysis and purification of pyrrolizidine alkaloid cis/trans isomers in Gynura japonica. , 2014, Journal of separation science.

[11]  Shi-jia Ding,et al.  Determination of chloramphenicol and zeranols in pig muscle by immunoaffinity column clean-up and LC-MS/MS analysis , 2014, Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.

[12]  J. Stroka,et al.  Determination of ochratoxin A in Capsicum spp. (paprika and chili) by immunoaffinity column cleanup and liquid chromatography: collaborative study. , 2014, Journal of AOAC International.

[13]  H. Dai,et al.  A new diterpene from the stems of Trigonostemon heterophyllus. , 2014, Chinese journal of natural medicines.

[14]  Tian-zhu Jia,et al.  A new saikogenin from the roots of Bupleurum bicaule. , 2014, Chinese journal of natural medicines.

[15]  Qingguo Wang,et al.  Development of an enzyme-linked immunosorbent assay based on anti-puerarin monoclonal antibody and its applications. , 2014, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[16]  Shihua Wang,et al.  Preparation and identification of monoclonal antibody against fumonisin B(1) and development of detection by Ic-ELISA. , 2014, Toxicon : official journal of the International Society on Toxinology.

[17]  A. R. Abd-Allah,et al.  Amelioration of autoimmune arthritis by naringin through modulation of T regulatory cells and Th1/Th2 cytokines. , 2014, Cellular immunology.

[18]  O. Abo-Salem,et al.  Erythrocyte nitric oxide synthase as a surrogate marker for mercury‐induced vascular damage: The modulatory effects of naringin , 2013, Environmental toxicology.

[19]  Meihua Yang,et al.  Simultaneous determination of four aflatoxins and ochratoxin A in ginger and related products by HPLC with fluorescence detection after immunoaffinity column clean-up and postcolumn photochemical derivatization. , 2013, Journal of separation science.

[20]  Jizhong Yan,et al.  An efficient strategy for the extraction and purification of lignans from Schisandra chinensis by a combination of supercritical fluid extraction and high-speed counter-current chromatography. , 2013, Journal of separation science.

[21]  Liwen Han,et al.  Fishing and knockout of bioactive compounds using a combination of high-speed counter-current chromatography (HSCCC) and preparative HPLC for evaluating the holistic efficacy and interaction of the components of Herba Epimedii. , 2013, Journal of ethnopharmacology.

[22]  Guoqing Ying,et al.  Preparation and purification of monoclonal antibodies against chloramphenicol , 2012, Cytotechnology.

[23]  Juan Li,et al.  Immunoaffinity purification of α-momorcharin from bitter melon seeds (Momordica charantia). , 2011, Journal of separation science.

[24]  Y. Shoyama,et al.  Preparation of knockout extract for determination of really active compound using MAb. , 2011, Current drug discovery technologies.

[25]  G. Fan,et al.  Application of an efficient strategy based on MAE, HPLC-DAD-MS/MS and HSCCC for the rapid extraction, identification, separation and purification of flavonoids from Fructus Aurantii Immaturus. , 2010, Biomedical chromotography.

[26]  Y. Li,et al.  Identification of tetrodotoxin antigens and a monoclonal antibody , 2009 .

[27]  Wun-Jae Kim,et al.  Naringin-induced p21WAF1-mediated G(1)-phase cell cycle arrest via activation of the Ras/Raf/ERK signaling pathway in vascular smooth muscle cells. , 2008, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[28]  A. Bendini,et al.  CZE separation of strawberry anthocyanins with acidic buffer and comparison with HPLC. , 2008, Journal of separation science.

[29]  S. Morimoto,et al.  Development of an enzyme-linked immunosorbent assay (ELISA) using highly-specific monoclonal antibodies against plumbagin. , 2008, Analytica chimica acta.

[30]  Y. Shoyama,et al.  One-step immunochromatographic separation and ELISA quantification of glycyrrhizin from traditional Chinese medicines. , 2007, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[31]  R. Lordo,et al.  Development and application of immunoaffinity column chromatography for atrazine in complex sample media. , 2007, Analytica chimica acta.

[32]  Qing X. Li,et al.  Development of a monoclonal antibody-based enzyme-linked immunosorbent assay for the analysis of glycyrrhizic acid , 2006, Analytical and bioanalytical chemistry.

[33]  Pei-Shan Xie,et al.  High-performance thin-layer chromatographic fingerprints of isoflavonoids for distinguishing between Radix Puerariae Lobate and Radix Puerariae Thomsonii. , 2006, Journal of chromatography. A.

[34]  Yuan-zong Li,et al.  An efficient immunoaffinity chromatographic method for extraction and purification of papaverine from samples of pericarpium papaveris and food products. , 2005, Journal of separation science.

[35]  G. Oh,et al.  Naringin alters the cholesterol biosynthesis and antioxidant enzyme activities in LDL receptor-knockout mice under cholesterol fed condition. , 2004, Life sciences.

[36]  Hongbin Xiao,et al.  LC-MS/MS determination of naringin, hesperidin and neohesperidin in rat serum after orally administrating the decoction of Bulpleurum falcatum L. and Fractus aurantii. , 2004, Journal of pharmaceutical and biomedical analysis.

[37]  Y. Shoyama,et al.  Rapid separation of solasodine glycosides by an immunoaffinity column using anti-solamargine monoclonal antibody , 1999, Cytotechnology.

[38]  Y. Shoyama,et al.  Production of monoclonal antibodies and enzyme immunoassay for typical adenylate cyclase activator, Forskolin , 2004, Cytotechnology.

[39]  Myung‐Sook Choi,et al.  Comparison of antioxidant effects of naringin and probucol in cholesterol-fed rabbits. , 2002, Clinica chimica acta; international journal of clinical chemistry.

[40]  Y. Shoyama,et al.  Enzyme-linked immunosorbent assay for glycyrrhizin using anti-glycyrrhizin monoclonal antibody and an eastern blotting technique for glucuronides of glycyrrhetic acid. , 2001, Analytical chemistry.

[41]  Y. Shoyama,et al.  Isolation of the pharmacologically active saponin ginsenoside Rb1 from ginseng by immunoaffinity column chromatography. , 2000, Journal of natural products.

[42]  P. Scott,et al.  Application of immunoaffinity columns to mycotoxin analysis. , 1997, Journal of AOAC International.

[43]  C. McIntosh,et al.  Naringin Levels in Citrus Tissues : II. Quantitative Distribution of Naringin in Citrus paradisi MacFad. , 1985, Plant physiology.

[44]  E. Weiler,et al.  Naringin levels in citrus tissues : I. Comparison of different antibodies and tracers for the radioimmunossay of naringin. , 1985, Plant physiology.

[45]  M. Zenk,et al.  Radioimmunoassay for the determination of digoxin and related compounds in Digitalis lanata , 1976 .