Highly selective and efficient imprinted polymers based on carboxyl-functionalized magnetic nanoparticles for the extraction of gallic acid from pomegranate rind.

With the combined surface imprinting technique and immobilized template strategy, molecularly imprinted magnetic nanoparticles were successfully prepared and coupled with high-performance liquid chromatography to selectively separate and determine gallic acid from the pomegranate rind. On the surface of carboxyl-functionalized magnetic nanospheres, thin imprinting shells were formed using dopamine as monomer and crosslinker. The characteristics, polymerization conditions, and adsorption performances of the resultant nanomaterials were investigated in detail. In addition of good crystallinity, satisfactory magnetism, and uniform morphology of the obtained polymers, they had rapid binding kinetics, high adsorption capacity, and favorable reusability. In the mixed solution of four hydroxybenzoic acids, the prepared nanomaterials have an excellent selectivity to gallic acid with an imprinting factor of as high as 17.5. Therefore, the polymers have great potentials in specific extraction and enrichment of gallic acid from the complex natural resources.

[1]  T. Anirudhan,et al.  Extraction of melamine from milk using a magnetic molecularly imprinted polymer. , 2017, Food chemistry.

[2]  R. Aucélio,et al.  Thioglycolic acid-CdTe quantum dots sensing and molecularly imprinted polymer based solid phase extraction for the determination of kanamycin in milk, vaccine and stream water samples , 2017 .

[3]  S. Hsu,et al.  Molecular mechanisms of gallic acid‐induced growth inhibition, apoptosis, and necrosis in hypertrophic scar fibroblasts , 2017, Life sciences.

[4]  A. Martín‐Esteban,et al.  Molecularly imprinted magnetic nanoparticles for the micro solid-phase extraction of thiabendazole from citrus samples. , 2017, Journal of separation science.

[5]  Zhen Liu,et al.  Pattern Recognition of Cells via Multiplexed Imaging with Monosaccharide-Imprinted Quantum Dots. , 2017, Analytical chemistry.

[6]  Ronghua Liu,et al.  Preparation of Sialic Acid-Imprinted Fluorescent Conjugated Nanoparticles and Their Application for Targeted Cancer Cell Imaging. , 2017, ACS applied materials & interfaces.

[7]  W. Ahn,et al.  Hybrid molecularly imprinted polymers modified by deep eutectic solvents and ionic liquids with three templates for the rapid simultaneous purification of rutin, scoparone, and quercetin from Herba Artemisiae Scopariae. , 2016, Journal of separation science.

[8]  E. Heidarian,et al.  The reduction of IL-6 gene expression, pAKT, pERK1/2, pSTAT3 signaling pathways and invasion activity by gallic acid in prostate cancer PC3 cells. , 2016, Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.

[9]  M. Shamsipur,et al.  Magnetic molecularly imprinted composite for the selective solid-phase extraction of p-aminosalicylic acid followed by high-performance liquid chromatography with ultraviolet detection. , 2016, Journal of separation science.

[10]  Ying-Jung Chen,et al.  Gallic acid-capped gold nanoparticles inhibit EGF-induced MMP-9 expression through suppression of p300 stabilization and NFκB/c-Jun activation in breast cancer MDA-MB-231 cells. , 2016, Toxicology and applied pharmacology.

[11]  Xiaoguo Ma,et al.  Magnetic molecularly imprinted polymer nanoparticles-based solid-phase extraction coupled with gas chromatography–mass spectrometry for selective determination of trace di-(2-ethylhexyl) phthalate in water samples , 2016, Analytical and Bioanalytical Chemistry.

[12]  S. Chanthai,et al.  Core-shell SiO2 -coated Fe3 O4 with a surface molecularly imprinted polymer coating of folic acid and its applicable magnetic solid-phase extraction prior to determination of folates in tomatoes. , 2016, Journal of separation science.

[13]  Yuhai Tang,et al.  Novel polydopamine imprinting layers coated magnetic carbon nanotubes for specific separation of lysozyme from egg white. , 2015, Talanta.

[14]  Dechun Liu,et al.  One-step preparation of magnetic imprinted nanoparticles adopting dopamine-cupric ion as a co-monomer for the specific recognition of bovine hemoglobin. , 2015, Journal of separation science.

[15]  Dechun Liu,et al.  Selective extraction of gallic acid in pomegranate rind using surface imprinting polymers over magnetic carbon nanotubes , 2015, Analytical and Bioanalytical Chemistry.

[16]  Xiwen He,et al.  Preparation of molecularly imprinted polymers based on magnetic carbon nanotubes for determination of sulfamethoxazole in food samples , 2015 .

[17]  M. Iodice,et al.  Gallic acid and methyl-3-O-methyl gallate: a comparative study on their effects on prostate cancer stem cells , 2015 .

[18]  Xinyu Jiang,et al.  Hydrophilic gallic acid-imprinted polymers over magnetic mesoporous silica microspheres with excellent molecular recognition ability in aqueous fruit juices. , 2015, Food chemistry.

[19]  A. Sârbu,et al.  The structure effect upon gallic acid re-binding in molecularly imprinted organosilica , 2015, Journal of Sol-Gel Science and Technology.

[20]  G. Dykes,et al.  Antimicrobial activity of gallic acid against thermophilic Campylobacter is strain specific and associated with a loss of calcium ions. , 2015, Food microbiology.

[21]  A. Sârbu,et al.  Selecting the nature of imprinted molecular organosilica sieves with gallic acid via thermal analyses , 2014, Journal of Thermal Analysis and Calorimetry.

[22]  Sushma Pardeshi,et al.  Molecularly imprinted microspheres and nanoparticles prepared using precipitation polymerisation method for selective extraction of gallic acid from Emblica officinalis. , 2014, Food chemistry.

[23]  Keizo Sato,et al.  Simultaneous detection of green tea catechins and gallic acid in human serum after ingestion of green tea tablets using ion-pair high-performance liquid chromatography with electrochemical detection. , 2014, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[24]  Guonan Chen,et al.  Preparation of boronate-functionalized molecularly imprinted monolithic column with polydopamine coating for glycoprotein recognition and enrichment. , 2013, Journal of chromatography. A.

[25]  A. Sârbu,et al.  Molecularly imprinted “bulk” copolymers as selective sorbents for gallic acid , 2013 .

[26]  Jianming Pan,et al.  Preparation of thermal-responsive magnetic molecularly imprinted polymers for selective removal of antibiotics from aqueous solution. , 2012, Journal of hazardous materials.

[27]  Weihong Xie,et al.  Improvement of the homogeneity of protein-imprinted polymer films by orientated immobilization of the template. , 2012, Analytica chimica acta.

[28]  Sushma Pardeshi,et al.  Studies of the Molecular Recognition Abilities of Gallic Acid-Imprinted Polymer Prepared Using a Molecular Imprinting Technique , 2012 .

[29]  Shouhu Xuan,et al.  Tuning the Grain Size and Particle Size of Superparamagnetic Fe3O4 Microparticles , 2009 .

[30]  Françoise Gilard,et al.  Can electrospray ionization help the characterization of iron gall inks? Investigation on the interactions of gallic acid with iron ions in aqueous solutions. , 2008, Journal of mass spectrometry : JMS.

[31]  G. Ramakrishnan,et al.  Antiproliferative potential of gallic acid against diethylnitrosamine-induced rat hepatocellular carcinoma , 2008, Molecular and Cellular Biochemistry.

[32]  You-Jung Kim.  Antimelanogenic and antioxidant properties of gallic acid. , 2007, Biological & pharmaceutical bulletin.

[33]  C. Jun,et al.  Gallic acid inhibits histamine release and pro-inflammatory cytokine production in mast cells. , 2006, Toxicological sciences : an official journal of the Society of Toxicology.

[34]  M. Ghaedi,et al.  The choice of ultrasound assisted extraction coupled with spectrophotometric for rapid determination of gallic acid in water samples: Central composite design for optimization of process variables. , 2017, Ultrasonics sonochemistry.

[35]  M. Shamsipur,et al.  On-line flow injection solid phase extraction using imprinted polymeric nanobeads for the preconcentration and determination of mercury ions , 2015 .

[36]  Z. Ding,et al.  Preparation and Recognition Mechanism of Gallic Acid Imprinted Polymers , 2009 .