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Erschienen in: Journal of Polymer Research 6/2021

01.06.2021 | ORIGINAL PAPER

Using chiral magnetic surface molecularly imprinted polymers for chiral separation of Ofloxacin

verfasst von: Chen Zhao, Wenzong Lu, Xiangyan Meng

Erschienen in: Journal of Polymer Research | Ausgabe 6/2021

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Abstract

Ofloxacin is an important drug with anti-bacterial effects, and (–)-ofloxacin has been shown to have better anti-bacterial activity than racemic ofloxacin. But the chiral resolution of compounds is a major challenge worldwide. Many methods do not show high specificity to target molecules, causing errors in the separation of these pharmaceutical molecules, thus affecting the purity of drugs. The paper mainly researches on a method for quick resolution of ofloxacin using chiral magnetic surface molecular imprinting polymers. Fe3O4 magnetic nanoparticles coated with silica is acted as the substrate. The Chiral reagent is N-octyl-D-glucosamine as the monomer, with ofloxacin as the template molecules to prepare magnetic surface molecularly imprinted polymer. The chiral polymer can be combined with ( +)-ofloxacin, eventually (-)-ofloxacin was isolated. Finally, by using external magnetic field and transmission electron microscopy, the character of magnetic surface molecularly imprinted polymer is tested, and the product was tested by ultraviolet spectrum and optical rotation tests and was confirmed to be (-)-ofloxacin. A simple, rapid, and cost-effective method for separating chiral compounds was established.

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Literatur
1.
Zurück zum Zitat Fu KP, Lafredo SC, Foleno B et al (1992) In vitro and in vivo antibacterial activities of levofloxacin (l-ofloxacin), an optically active ofloxacin. Antimicrob Agents Chemother 36(4):860–866CrossRef Fu KP, Lafredo SC, Foleno B et al (1992) In vitro and in vivo antibacterial activities of levofloxacin (l-ofloxacin), an optically active ofloxacin. Antimicrob Agents Chemother 36(4):860–866CrossRef
2.
Zurück zum Zitat Al-Jabari MH, Sulaiman S, Ali S et al (2019) Adsorption study of levofloxacin on reusable magnetic nanoparticles: Kinetics and antibacterial activity. J Mol Liq 291:111249CrossRef Al-Jabari MH, Sulaiman S, Ali S et al (2019) Adsorption study of levofloxacin on reusable magnetic nanoparticles: Kinetics and antibacterial activity. J Mol Liq 291:111249CrossRef
3.
Zurück zum Zitat Natalia Wrońska, Majoral JP, Appelhans D et al (2019) Synergistic Effects of Anionic/Cationic Dendrimers and Levofloxacin on Antibacterial Activities. Molecules 24(16):2894 Natalia Wrońska, Majoral JP, Appelhans D et al (2019) Synergistic Effects of Anionic/Cationic Dendrimers and Levofloxacin on Antibacterial Activities. Molecules 24(16):2894
4.
Zurück zum Zitat Shiwang LIU, Yangxia XU, Guliang YANG (2007) Study on separating ofloxacin by the chiral selector. Journal of Huanggang normal university 19(6):12–15 Shiwang LIU, Yangxia XU, Guliang YANG (2007) Study on separating ofloxacin by the chiral selector. Journal of Huanggang normal university 19(6):12–15
5.
Zurück zum Zitat Naici BING, Zhengliang XU, Xuejun WANG et al (2007) Levofloxacin-Imprinted membranes for selective separation of ofloxacin under solid phase extraction conditions. Journal of east china university of science and technology: natural science edition 26(1):78–74 Naici BING, Zhengliang XU, Xuejun WANG et al (2007) Levofloxacin-Imprinted membranes for selective separation of ofloxacin under solid phase extraction conditions. Journal of east china university of science and technology: natural science edition 26(1):78–74
6.
Zurück zum Zitat Wei JA, Mohr S, Schmid MG (2015) Indirect chiral separation of new recreational drugs by gas chromatography-mass spectrometry using trifluoroacetyl-L-prolyl chloride as chiral derivatization reagent. Chirality 27(3):211–215CrossRef Wei JA, Mohr S, Schmid MG (2015) Indirect chiral separation of new recreational drugs by gas chromatography-mass spectrometry using trifluoroacetyl-L-prolyl chloride as chiral derivatization reagent. Chirality 27(3):211–215CrossRef
7.
Zurück zum Zitat Tian M, Row HS, Row KH (2010) Chiral separation of ofloxacin enantiomers by ligand exchange chromatography. Monatshefte für Chemie - Chemical Monthly 141(3):285–290CrossRef Tian M, Row HS, Row KH (2010) Chiral separation of ofloxacin enantiomers by ligand exchange chromatography. Monatshefte für Chemie - Chemical Monthly 141(3):285–290CrossRef
8.
Zurück zum Zitat Zhili F, Ziyuan G, Qing Q et al (2013) Semi-Preparative Enantiomeric Separation of Ofloxacin by HPLC. Journal of Chromatographic ence 2:133–137 Zhili F, Ziyuan G, Qing Q et al (2013) Semi-Preparative Enantiomeric Separation of Ofloxacin by HPLC. Journal of Chromatographic ence 2:133–137
9.
Zurück zum Zitat Zi-Fu XU, Jin G, Shuang S et al (2019) Determination of ofloxacin enantiomers by CE method using a dual chiral selectors system. Chinese J Anal Lab Zi-Fu XU, Jin G, Shuang S et al (2019) Determination of ofloxacin enantiomers by CE method using a dual chiral selectors system. Chinese J Anal Lab
10.
Zurück zum Zitat Wang F, Khaledi MG (2015) Capillary electrophoresis chiral separation of basic pharmaceutical enantiomers with different charges using sulfatedβ-cyclodextrin. J Microcolumn Sep 11(1):11–21CrossRef Wang F, Khaledi MG (2015) Capillary electrophoresis chiral separation of basic pharmaceutical enantiomers with different charges using sulfatedβ-cyclodextrin. J Microcolumn Sep 11(1):11–21CrossRef
11.
Zurück zum Zitat Chakraborty S, Razonabe CC, Chua MT (2014) Nanoparticulate molecularly imprinted poly(acrylic acid) as potential stationary phase for chiral separation of ofloxacin. Int J Nano Biomater 5(2/3):152CrossRef Chakraborty S, Razonabe CC, Chua MT (2014) Nanoparticulate molecularly imprinted poly(acrylic acid) as potential stationary phase for chiral separation of ofloxacin. Int J Nano Biomater 5(2/3):152CrossRef
12.
Zurück zum Zitat Bojdi MK, Mashhadizadeh MH, Behbahani M et al (2014) Synthesis, characterization and application of novel lead imprinted polymer nanoparticles as a high selective electrochemical sensor for ultra-trace determination of lead ions in complex matrixes. Electrochim Acta 136:59–65CrossRef Bojdi MK, Mashhadizadeh MH, Behbahani M et al (2014) Synthesis, characterization and application of novel lead imprinted polymer nanoparticles as a high selective electrochemical sensor for ultra-trace determination of lead ions in complex matrixes. Electrochim Acta 136:59–65CrossRef
13.
Zurück zum Zitat Ghorbani-Kalhor E, Behbahani M, Abolhasani J (2015) Application of Ion-Imprinted Polymer Nanoparticles for Selective Trace Determination of Palladium Ions in Food and Environmental Samples with the Aid of Experimental Design Methodology. Food Anal Methods 8(7):1746–1757CrossRef Ghorbani-Kalhor E, Behbahani M, Abolhasani J (2015) Application of Ion-Imprinted Polymer Nanoparticles for Selective Trace Determination of Palladium Ions in Food and Environmental Samples with the Aid of Experimental Design Methodology. Food Anal Methods 8(7):1746–1757CrossRef
14.
Zurück zum Zitat Behbahani M, Taghizadeh M, Bagheri A et al (2012) A nanostructured ion-imprinted polymer for the selective extraction and preconcentration of ultra-trace quantities of nickel ions. Microchim Acta 178(3):429–437CrossRef Behbahani M, Taghizadeh M, Bagheri A et al (2012) A nanostructured ion-imprinted polymer for the selective extraction and preconcentration of ultra-trace quantities of nickel ions. Microchim Acta 178(3):429–437CrossRef
15.
Zurück zum Zitat Bagheri A, Behbahani M, Amini MM et al (2013) Preconcentration and separation of ultra-trace palladium ion using pyridine-functionalized magnetic nanoparticles. Microchim Acta 178(3):1117–1125 Bagheri A, Behbahani M, Amini MM et al (2013) Preconcentration and separation of ultra-trace palladium ion using pyridine-functionalized magnetic nanoparticles. Microchim Acta 178(3):1117–1125
16.
Zurück zum Zitat Ebrahimzadeh H, Behbahani M, Yamini Y et al (2013) Optimization of Cu(II)-ion imprinted nanoparticles for trace monitoring of copper in water and fish samples using a Box-Behnken design. React Funct Polym 73(1):23–29CrossRef Ebrahimzadeh H, Behbahani M, Yamini Y et al (2013) Optimization of Cu(II)-ion imprinted nanoparticles for trace monitoring of copper in water and fish samples using a Box-Behnken design. React Funct Polym 73(1):23–29CrossRef
17.
Zurück zum Zitat Bojdi MK, Behbahani M, Sahragard A et al (2014) A palladium imprinted polymer for highly selective and sensitive electrochemical determination of ultra-trace of palladium ions. Electrochim Acta 149:108–116CrossRef Bojdi MK, Behbahani M, Sahragard A et al (2014) A palladium imprinted polymer for highly selective and sensitive electrochemical determination of ultra-trace of palladium ions. Electrochim Acta 149:108–116CrossRef
18.
Zurück zum Zitat Omidi F, Behbahani M, Abandansari HS et al (2014) Application of molecular imprinted polymer nanoparticles as a selective solid phase extraction for preconcentration and trace determination of 2,4-dichlorophenoxyacetic acid in the human urine and different water samples. J Environ Health Sci Eng 12(1):137CrossRef Omidi F, Behbahani M, Abandansari HS et al (2014) Application of molecular imprinted polymer nanoparticles as a selective solid phase extraction for preconcentration and trace determination of 2,4-dichlorophenoxyacetic acid in the human urine and different water samples. J Environ Health Sci Eng 12(1):137CrossRef
19.
Zurück zum Zitat Behbahani M, Bagheri S, Amini MM et al (2014) Application of a magnetic molecularly imprinted polymer for the selective extraction and trace detection of lamotrigine in urine and plasma samples. J Sep Sci 37(13):1610–1616CrossRef Behbahani M, Bagheri S, Amini MM et al (2014) Application of a magnetic molecularly imprinted polymer for the selective extraction and trace detection of lamotrigine in urine and plasma samples. J Sep Sci 37(13):1610–1616CrossRef
20.
Zurück zum Zitat Zhao C, Jia GF, Lu WZ et al (2017) A piezoelectric magnetic molecularly imprinted surface sensor for the detection of Sudan I. J Chromatogr A 1216:3710–3719 Zhao C, Jia GF, Lu WZ et al (2017) A piezoelectric magnetic molecularly imprinted surface sensor for the detection of Sudan I. J Chromatogr A 1216:3710–3719
21.
Zurück zum Zitat Chen Z, Guang-feng J, Wen-zong L, Yu-miao R, Qiang G (2016) Detection of SudanI in food using magnetic molecularly imprinted polymer microspheres. Mod Food Sci Tech 32:302–307 Chen Z, Guang-feng J, Wen-zong L, Yu-miao R, Qiang G (2016) Detection of SudanI in food using magnetic molecularly imprinted polymer microspheres. Mod Food Sci Tech 32:302–307
22.
Zurück zum Zitat Yang W, Wu Y, Zhang T et al (2010) Preparation and Application of Core-Shell Magnetic Molecularly Imprinted Polymer Microspheres. Progress in chemistry 22(9):1819–1825 Yang W, Wu Y, Zhang T et al (2010) Preparation and Application of Core-Shell Magnetic Molecularly Imprinted Polymer Microspheres. Progress in chemistry 22(9):1819–1825
23.
Zurück zum Zitat Chen LG, Liu J, Zeng QL (2009) Preparation of magnetic molecularly imprinted polymer for the separation of tetracycline antibiotics from egg and tissue samples. J Chromatogr A 1216:3710–3719 Chen LG, Liu J, Zeng QL (2009) Preparation of magnetic molecularly imprinted polymer for the separation of tetracycline antibiotics from egg and tissue samples. J Chromatogr A 1216:3710–3719
24.
Zurück zum Zitat Li L, He XW, Chen LXJ (2009) Preparation of core-shell magneticmol ecularly imprinted polymer nanoparticles for recognition of Bovine H emoglobin. Chem Asian 4:286–293CrossRef Li L, He XW, Chen LXJ (2009) Preparation of core-shell magneticmol ecularly imprinted polymer nanoparticles for recognition of Bovine H emoglobin. Chem Asian 4:286–293CrossRef
25.
Zurück zum Zitat Xiaoyan GONG, Xuejun CAO (2011) Preparation of Molecularly Imprinted Polymers for Aitemisinin Based on the Surfaces of Silica Gel. J Biotechnology 153(1/2):8–14 Xiaoyan GONG, Xuejun CAO (2011) Preparation of Molecularly Imprinted Polymers for Aitemisinin Based on the Surfaces of Silica Gel. J Biotechnology 153(1/2):8–14
26.
Zurück zum Zitat Chen Z, Dao-cheng W (2013) Rapid detection assay for the molecular imprinting of gossypol using a two-layer PMAA/SiO2 bulk structure with a piezoelectric imprinting sensor. Sen Act: B Chemical 181:104–113CrossRef Chen Z, Dao-cheng W (2013) Rapid detection assay for the molecular imprinting of gossypol using a two-layer PMAA/SiO2 bulk structure with a piezoelectric imprinting sensor. Sen Act: B Chemical 181:104–113CrossRef
27.
Zurück zum Zitat Chen Z, Yu-miao R, Wen-zong L, Meng-jie Z (2016) Detection of Piezoelectric Magnetic Surface Molecularly Imprinted Sensor to Chloramphenicol. Sci Tech Eng 16:149–153 Chen Z, Yu-miao R, Wen-zong L, Meng-jie Z (2016) Detection of Piezoelectric Magnetic Surface Molecularly Imprinted Sensor to Chloramphenicol. Sci Tech Eng 16:149–153
28.
Zurück zum Zitat Liu JJ, Zuo MX, Low SS et al (2020) Fuzzy Evaluation Output of Taste Information for Liquor Using Electronic Tongue Based on Cloud Model. Sensor 20:686–706CrossRef Liu JJ, Zuo MX, Low SS et al (2020) Fuzzy Evaluation Output of Taste Information for Liquor Using Electronic Tongue Based on Cloud Model. Sensor 20:686–706CrossRef
Metadaten
Titel
Using chiral magnetic surface molecularly imprinted polymers for chiral separation of Ofloxacin
verfasst von
Chen Zhao
Wenzong Lu
Xiangyan Meng
Publikationsdatum
01.06.2021
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 6/2021
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-021-02581-3

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