固相环境基质中典型残留抗生素的分析方法综述
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摘要
抗生素作为一类抗菌药物大量应用于治疗和预防各种疾病。然而,抗生素在环境中的残留造成了严重的生态环境问题。固相环境基质中抗生素的分析检测方法是研究其生态环境问题的关键所在。综述了近年来固相环境基质(土壤、沉积物和污泥)中残留抗生素的测定方法,主要包括固相环境基质的前处理和抗生素液相色谱检测方法。通过对抗生素萃取、纯化、检测方法的比较,为今后固相环境基质抗生素的研究提供了参考依据。同时对未来的抗生素检测方法的发展趋势进行了展望。
As a class of antibacterial drugs,antibiotics are widely used to treat and prevent various diseases. However,the residues of antibiotics in the environment cause serious ecological environmental problems. The analysis and detection method of antibiotics is vital to research ecological environment in solid phase environmental matrices. The methods for the determination of residual antibiotics in solid environment matrices(soil,sediment and sludge)in recent years were reviewed,including the pretreatment of solid phase environmental matrices and the determination of antibiotics by liquid chromatography. By comparing the methods of extraction,purification and detection,the references for the future research of solid phase environmental matrix antibiotics were provided. Simultaneously,the future development trend of detection method of antibiotics was prospected.
As a class of antibacterial drugs,antibiotics are widely used to treat and prevent various diseases. However,the residues of antibiotics in the environment cause serious ecological environmental problems. The analysis and detection method of antibiotics is vital to research ecological environment in solid phase environmental matrices. The methods for the determination of residual antibiotics in solid environment matrices(soil,sediment and sludge)in recent years were reviewed,including the pretreatment of solid phase environmental matrices and the determination of antibiotics by liquid chromatography. By comparing the methods of extraction,purification and detection,the references for the future research of solid phase environmental matrix antibiotics were provided. Simultaneously,the future development trend of detection method of antibiotics was prospected.
引文
[1] Sarmah A K,Meyer M T,Boxall A B. A global perspective on the use,sales,exposure pathways,occurrence,fate and effects of veterinary antibiotics(VAs)in the environment[J]. Chemosphere,2006,65(5):725-759.
[2] Yang J F,Ying G G,Zhao J L,et al. Simultaneous determination of four classes of antibiotics in sediments of the Pearl Rivers using RRLC-MS/MS[J]. Sci Total Environ,2010,408(16):3424-3432.
[3] Luo Y,Xu L,Rysz M,et al. Occurrence and transport of tetracycline,sulfonamide,quinolone,and macrolide antibiotics in the Haihe River Basin,China[J]. Environ Sci Technol,2011,45(5):1827-1833.
[4] Kemper N. Veterinary antibiotics in the aquatic and terrestrial environment[J]. Ecol Indicat,2008,8(1):1-13.
[5] Liu J L,Wong M H. Pharmaceuticals and personal care products(PPCPs):A review on environmental contamination in China[J]. Environ Int,2013,59:208-224.
[6] Cao S,Liang Y,Yi L,et al. Optimization of extraction conditions and residual characteristics of antibiotics in manure-amended soils[J]. Chin J Environ Eng,2017,11(11):6169-6176.
[7] Li M,Sun Q,Wang Q,et al. Determination of antibiotics in sludge[J]. Chin J Environ Eng,2016,10(2):985-991.
[8] Xu L,Luo Y,Xu B J. Simultaneous determination for 12 antibiotics in sediments of Haihe River by HPLC-MS/MS method[J].J Instru Anal,2010,29(1):17-21.
[9]徐维海.典型抗生素类药物在珠江三角洲水环境中的分布、行为与归宿[D].广州:中科院广州地球化学研究所,2007.
[10] De Liguoro M,Cibin V,Capolongo F,et al. Use of oxytetracycline and tylosin in intensive calf farming:Evaluation of transfer to manure and soil[J]. Chemosphere,2003,52(1):203-212.
[11] Uslu M魻,Yediler A,Balc覦oˇglu I A,et al. Analysis and sorption behavior of fluoroquinolones in solid matrices[J]. Water Air Soil Pollut,2007,190(1/4):55-63.
[12] Morales-Munoz S,Luque-Garcia J L,de Castro M D L. Continuous microwave-assisted extraction coupled with derivatization and fluorimetric monitoring for the determination of fluoroquinolone antibacterial agents from soil samples[J]. J Chromatogr A,2004,1059(1/2):25-31.
[13] Prat M D,Ramil D,Compa觡óR,et al. Determination of flumequine and oxolinic acid in sediments and soils by microwaveassisted extraction and liquid chromatography-fluorescence[J].Anal Chim Acta,2006,567(2):229-235.
[14] Martinez-Carballo E,Gonzalez-Barreiro C,Scharf S,et al. Environmental monitoring study of selected veterinary antibiotics in animal manure and soils in Austria[J]. Environ Pollut,2007,148(2):570-579.
[15] Vazquez-Roig P,Segarra R,Blasco C,et al. Determination of pharmaceuticals in soils and sediments by pressurized liquid extraction and liquid chromatography tandem mass spectrometry[J]. J Chromatogr A,2010,1217(16):2471-2483.
[16] Jacobsen A M. Simultaneous extraction of tetracycline,macrolide and sulfonamide antibiotics from agricultural soils using pressurised liquid extraction,followed by solid-phase extraction and liquid chromatography-tandem mass spectrometry[J]. J Chromatogr A,2004,1038(1/2):157-170.
[17] Tong L,Liu H,Xie C,et al. Quantitative analysis of antibiotics in aquifer sediments by liquid chromatography coupled to high resolution mass spectrometry[J]. J Chromatogr A,2016,1452:58-66.
[18] Tang C M,Yu Y Y,Huang Q X,et al. Simultaneous determination of fluoroquinolone and tetracycline antibacterials in sewage sludge using ultrasonic-assisted extraction and HPLC-MS/MS[J]. Int J Environ Anal Chem,2012,92(12):1389-1402.
[19] Ying Y,Wang J,Wu H,et al. Determination of sulfonamides and tetracyclines antibiotics in surface sediments by reversed phase high performance liquid chromatography[J]. J Instru Anal,2016,35(10):1311-1316.
[20] Neves M A,Silva G S,Brito N M,et al. Aqueous ultrasound-assisted extraction for the determination of fluoroquinolones in mangrove sediment by high-performance liquid chromatography and fluorescence detector[J]. J Brazil Chem Soc,2018,29(1):24-32.
[21] Yin Y,Shen Y,Zhu Y,et al. Simultaneous determination of sulfonamides,quinolones and chloramphenicols in water and sediment samples by ultra performance liquid chromatography-tandem mass spectrometry[J]. J Anal Sci,2015,31(2):228-232.
[22] Yang S,Cha J,Carlson K. Trace analysis and occurrence of anhydroerythromycin and tylosin in influent and effluent wastewater by liquid chromatography combined with electrospray tandem mass spectrometry[J]. Anal Bioanal Chem,2006,385(3):623-636.
[23] Tang C M,Huang Q X,Yu Y Y,et al. Multiresidue determination of sulfonamides,macrolides,trimethprim,and chloramphenicol in sewage sludge and sediment using ultrasonic extraction coupled with solid phase extraction and liquid chromatographytandem mass spectrometry[J]. Chin J Anal Chem,2009,37(8):1119-1124.
[24] Siedlewicz G,Borecka M,Bialk-Bielinska A,et al. Determination of antibiotic residues in southern Baltic Sea sediments using tandem solid-phase extraction and liquid chromatography coupled with tandem mass spectrometry[J]. Oceanologia,2016,58(3):221-234.
[25] Kaufmann B,Christen P. Recent extraction techniques for natural products:Microwave-assisted extraction and pressurised solvent extraction[J]. Phytochem Anal,2002,13(2):105-113.
[26] Sturini M,Speltini A,Maraschi F,et al. Solvent-free microwaveassisted extraction of fluoroquinolones from soil and liquid chromatography-fluorescence determination[J]. J Chromatogr A,2010,1217(47):7316-7322.
[27] Pavlovic D M,Perisa T P M,Babic S. Optimization of matrix solid-phase dispersion for liquid chromatography tandem mass spectrometry analysis of 12 pharmaceuticals in sediments[J]. J Chromatogr A,2012,1258:1-15.
[28] Blackwell P A,Lüzh覬ft H H,Ma H P,et al. Ultrasonic extraction of veterinary antibiotics from soils and pig slurry with SPE clean-up and LC-UV and fluorescence detection[J]. Talanta,2004,64(4):1058-1064.
[29] Okay O S,Li K,Yediler A,et al. Determination of selected antibiotics in the Istanbul strait sediments by solid-phase extraction and high performance liquid chromatography[J]. J Environ Sci Heal A,2012,47(10):1372-1380.
[30] Kim S C,Carlson K. Quantification of human and veterinary antibiotics in water and sediment using SPE/LC/MS/MS[J]. Anal Bioanal Chem,2007,387(4):1301-1315.
[31] Balakrishnan V K,Exall K N,Toito J M. The development of a microwave-assisted extraction method for the determination of sulfonamide antibiotics in sediments and soils[J]. Can J Chem,2014,92(5):369-377.
[32] Hennion M C. Solid-phase extraction:Method development,sorbents,and coupling with liquid chromatography[J]. J Chromatogr A,1999,856(1/2):3-54.
[33] Hoff R B,Pizzolato T M,Peralba M,et al. Determination of sulfonamide antibiotics and metabolites in liver,muscle and kidney samples by pressurized liquid extraction or ultrasound-assisted extraction followed by liquid chromatography-quadrupole linear ion trap-tandem mass spectrometry(HPLC-QqLIT-MS/MS)[J].Talanta,2015,134:768-778.
[34] Balakrishnan V K,Terry K A,Toito J. Determination of sulfonamide antibiotics in wastewater:A comparison of solid phase microextraction and solid phase extraction methods[J]. J Chromatogr A,2006,1131(1/2):1-10.
[35] Lu K H,Chen C Y,Lee M R. Trace determination of sulfonamides residues in meat with a combination of solid-phase microextraction and liquid chromatography-mass spectrometry[J].Talanta,2007,72(3):1082-1087.
[36] Capriotti A L,Cavaliere C,Giansanti P,et al. Recent developments in matrix solid-phase dispersion extraction[J]. J Chromatogr A,2010,1217(16):2521-2532.
[37] Li M Y,Sun Q,Li Y,et al. Simultaneous analysis of 45 pharmaceuticals and personal care products in sludge by matrix solidphase dispersion and liquid chromatography tandem mass spectrometry[J]. Anal Bioanal Chem,2016,408(18):4953-4964.
[38] Dubois M,Fluchard D,Sior E,et al. Identification and quantification of five macrolide antibiotics in several tissues,eggs and milk by liquid chromatography-electrospray tandem mass spectrometry[J]. J Chromatogr B,2001,754(2):189-202.
[39] Oka H,Ito Y,Matsumoto H. Chromatographic analysis of tetracycline antibiotics in foods[J]. J Chromatogr A,2000,882(1/2):109-133.
[40] Motilva M J,Serra A,Macia A. Analysis of food polyphenols by ultra high-performance liquid chromatography coupled to mass spectrometry:An overview[J]. J Chromatogr A,2013,1292:66-82.
[41] Ho Y B,Zakaria M P,Latif P A,et al. Simultaneous determination of veterinary antibiotics and hormone in broiler manure,soil and manure compost by liquid chromatography-tandem mass spectrometry[J]. J Chromatogr A,2012,1262:160-168.
[42] Chen M,Yi Q,Hong J,et al. Simultaneous determination of 32antibiotics and 12 pesticides in sediment using ultrasonic-assisted extraction and high performance liquid chromatographytandem mass spectrometry[J]. Anal Methods-Uk,2015,7(5):1896-1905.
[43] Seifrtova M,Novakova L,Lino C,et al. An overview of analytical methodologies for the determination of antibiotics in environmental waters[J]. Anal Chim Acta,2009,649(2):158-179.
[44] Jarova K,Vavrova M,Jirova A,et al. Assessment of contamination level of aquatic ecosystem in the Svratka and the Svitava Rivers(Czech Republic)by selected pharmaceuticals[J]. Fresen Environ Bull,2014,23(12b):3265-3271.
[45] Nebot C,Iglesias A,Regal P,et al. Development of a multi-class method for the identification and quantification of residues of antibiotics,coccidiostats and corticosteroids in milk by liquid chromatography tandem mass spectrometry[J]. Int Dairy J,2012,22(1):78-85.
[46] Hager J W. Recent trends in mass spectrometer development[J].Anal Bioanal Chem,2004,378(4):845-850.
[47] Benotti M J,Ferguson P L,Rieger R A,et al.,HPLC/TOF-MS:An alternative to LC/MS/MS for sensitive and selective determination of polar organic contaminants in the aquatic environment[M]//Ferrer I,Thurman E M. Liquid Chromatography/Mass Spectrometry,Ms/Ms and Time-of-Flight Ms,2003,850:109-127.
[2] Yang J F,Ying G G,Zhao J L,et al. Simultaneous determination of four classes of antibiotics in sediments of the Pearl Rivers using RRLC-MS/MS[J]. Sci Total Environ,2010,408(16):3424-3432.
[3] Luo Y,Xu L,Rysz M,et al. Occurrence and transport of tetracycline,sulfonamide,quinolone,and macrolide antibiotics in the Haihe River Basin,China[J]. Environ Sci Technol,2011,45(5):1827-1833.
[4] Kemper N. Veterinary antibiotics in the aquatic and terrestrial environment[J]. Ecol Indicat,2008,8(1):1-13.
[5] Liu J L,Wong M H. Pharmaceuticals and personal care products(PPCPs):A review on environmental contamination in China[J]. Environ Int,2013,59:208-224.
[6] Cao S,Liang Y,Yi L,et al. Optimization of extraction conditions and residual characteristics of antibiotics in manure-amended soils[J]. Chin J Environ Eng,2017,11(11):6169-6176.
[7] Li M,Sun Q,Wang Q,et al. Determination of antibiotics in sludge[J]. Chin J Environ Eng,2016,10(2):985-991.
[8] Xu L,Luo Y,Xu B J. Simultaneous determination for 12 antibiotics in sediments of Haihe River by HPLC-MS/MS method[J].J Instru Anal,2010,29(1):17-21.
[9]徐维海.典型抗生素类药物在珠江三角洲水环境中的分布、行为与归宿[D].广州:中科院广州地球化学研究所,2007.
[10] De Liguoro M,Cibin V,Capolongo F,et al. Use of oxytetracycline and tylosin in intensive calf farming:Evaluation of transfer to manure and soil[J]. Chemosphere,2003,52(1):203-212.
[11] Uslu M魻,Yediler A,Balc覦oˇglu I A,et al. Analysis and sorption behavior of fluoroquinolones in solid matrices[J]. Water Air Soil Pollut,2007,190(1/4):55-63.
[12] Morales-Munoz S,Luque-Garcia J L,de Castro M D L. Continuous microwave-assisted extraction coupled with derivatization and fluorimetric monitoring for the determination of fluoroquinolone antibacterial agents from soil samples[J]. J Chromatogr A,2004,1059(1/2):25-31.
[13] Prat M D,Ramil D,Compa觡óR,et al. Determination of flumequine and oxolinic acid in sediments and soils by microwaveassisted extraction and liquid chromatography-fluorescence[J].Anal Chim Acta,2006,567(2):229-235.
[14] Martinez-Carballo E,Gonzalez-Barreiro C,Scharf S,et al. Environmental monitoring study of selected veterinary antibiotics in animal manure and soils in Austria[J]. Environ Pollut,2007,148(2):570-579.
[15] Vazquez-Roig P,Segarra R,Blasco C,et al. Determination of pharmaceuticals in soils and sediments by pressurized liquid extraction and liquid chromatography tandem mass spectrometry[J]. J Chromatogr A,2010,1217(16):2471-2483.
[16] Jacobsen A M. Simultaneous extraction of tetracycline,macrolide and sulfonamide antibiotics from agricultural soils using pressurised liquid extraction,followed by solid-phase extraction and liquid chromatography-tandem mass spectrometry[J]. J Chromatogr A,2004,1038(1/2):157-170.
[17] Tong L,Liu H,Xie C,et al. Quantitative analysis of antibiotics in aquifer sediments by liquid chromatography coupled to high resolution mass spectrometry[J]. J Chromatogr A,2016,1452:58-66.
[18] Tang C M,Yu Y Y,Huang Q X,et al. Simultaneous determination of fluoroquinolone and tetracycline antibacterials in sewage sludge using ultrasonic-assisted extraction and HPLC-MS/MS[J]. Int J Environ Anal Chem,2012,92(12):1389-1402.
[19] Ying Y,Wang J,Wu H,et al. Determination of sulfonamides and tetracyclines antibiotics in surface sediments by reversed phase high performance liquid chromatography[J]. J Instru Anal,2016,35(10):1311-1316.
[20] Neves M A,Silva G S,Brito N M,et al. Aqueous ultrasound-assisted extraction for the determination of fluoroquinolones in mangrove sediment by high-performance liquid chromatography and fluorescence detector[J]. J Brazil Chem Soc,2018,29(1):24-32.
[21] Yin Y,Shen Y,Zhu Y,et al. Simultaneous determination of sulfonamides,quinolones and chloramphenicols in water and sediment samples by ultra performance liquid chromatography-tandem mass spectrometry[J]. J Anal Sci,2015,31(2):228-232.
[22] Yang S,Cha J,Carlson K. Trace analysis and occurrence of anhydroerythromycin and tylosin in influent and effluent wastewater by liquid chromatography combined with electrospray tandem mass spectrometry[J]. Anal Bioanal Chem,2006,385(3):623-636.
[23] Tang C M,Huang Q X,Yu Y Y,et al. Multiresidue determination of sulfonamides,macrolides,trimethprim,and chloramphenicol in sewage sludge and sediment using ultrasonic extraction coupled with solid phase extraction and liquid chromatographytandem mass spectrometry[J]. Chin J Anal Chem,2009,37(8):1119-1124.
[24] Siedlewicz G,Borecka M,Bialk-Bielinska A,et al. Determination of antibiotic residues in southern Baltic Sea sediments using tandem solid-phase extraction and liquid chromatography coupled with tandem mass spectrometry[J]. Oceanologia,2016,58(3):221-234.
[25] Kaufmann B,Christen P. Recent extraction techniques for natural products:Microwave-assisted extraction and pressurised solvent extraction[J]. Phytochem Anal,2002,13(2):105-113.
[26] Sturini M,Speltini A,Maraschi F,et al. Solvent-free microwaveassisted extraction of fluoroquinolones from soil and liquid chromatography-fluorescence determination[J]. J Chromatogr A,2010,1217(47):7316-7322.
[27] Pavlovic D M,Perisa T P M,Babic S. Optimization of matrix solid-phase dispersion for liquid chromatography tandem mass spectrometry analysis of 12 pharmaceuticals in sediments[J]. J Chromatogr A,2012,1258:1-15.
[28] Blackwell P A,Lüzh覬ft H H,Ma H P,et al. Ultrasonic extraction of veterinary antibiotics from soils and pig slurry with SPE clean-up and LC-UV and fluorescence detection[J]. Talanta,2004,64(4):1058-1064.
[29] Okay O S,Li K,Yediler A,et al. Determination of selected antibiotics in the Istanbul strait sediments by solid-phase extraction and high performance liquid chromatography[J]. J Environ Sci Heal A,2012,47(10):1372-1380.
[30] Kim S C,Carlson K. Quantification of human and veterinary antibiotics in water and sediment using SPE/LC/MS/MS[J]. Anal Bioanal Chem,2007,387(4):1301-1315.
[31] Balakrishnan V K,Exall K N,Toito J M. The development of a microwave-assisted extraction method for the determination of sulfonamide antibiotics in sediments and soils[J]. Can J Chem,2014,92(5):369-377.
[32] Hennion M C. Solid-phase extraction:Method development,sorbents,and coupling with liquid chromatography[J]. J Chromatogr A,1999,856(1/2):3-54.
[33] Hoff R B,Pizzolato T M,Peralba M,et al. Determination of sulfonamide antibiotics and metabolites in liver,muscle and kidney samples by pressurized liquid extraction or ultrasound-assisted extraction followed by liquid chromatography-quadrupole linear ion trap-tandem mass spectrometry(HPLC-QqLIT-MS/MS)[J].Talanta,2015,134:768-778.
[34] Balakrishnan V K,Terry K A,Toito J. Determination of sulfonamide antibiotics in wastewater:A comparison of solid phase microextraction and solid phase extraction methods[J]. J Chromatogr A,2006,1131(1/2):1-10.
[35] Lu K H,Chen C Y,Lee M R. Trace determination of sulfonamides residues in meat with a combination of solid-phase microextraction and liquid chromatography-mass spectrometry[J].Talanta,2007,72(3):1082-1087.
[36] Capriotti A L,Cavaliere C,Giansanti P,et al. Recent developments in matrix solid-phase dispersion extraction[J]. J Chromatogr A,2010,1217(16):2521-2532.
[37] Li M Y,Sun Q,Li Y,et al. Simultaneous analysis of 45 pharmaceuticals and personal care products in sludge by matrix solidphase dispersion and liquid chromatography tandem mass spectrometry[J]. Anal Bioanal Chem,2016,408(18):4953-4964.
[38] Dubois M,Fluchard D,Sior E,et al. Identification and quantification of five macrolide antibiotics in several tissues,eggs and milk by liquid chromatography-electrospray tandem mass spectrometry[J]. J Chromatogr B,2001,754(2):189-202.
[39] Oka H,Ito Y,Matsumoto H. Chromatographic analysis of tetracycline antibiotics in foods[J]. J Chromatogr A,2000,882(1/2):109-133.
[40] Motilva M J,Serra A,Macia A. Analysis of food polyphenols by ultra high-performance liquid chromatography coupled to mass spectrometry:An overview[J]. J Chromatogr A,2013,1292:66-82.
[41] Ho Y B,Zakaria M P,Latif P A,et al. Simultaneous determination of veterinary antibiotics and hormone in broiler manure,soil and manure compost by liquid chromatography-tandem mass spectrometry[J]. J Chromatogr A,2012,1262:160-168.
[42] Chen M,Yi Q,Hong J,et al. Simultaneous determination of 32antibiotics and 12 pesticides in sediment using ultrasonic-assisted extraction and high performance liquid chromatographytandem mass spectrometry[J]. Anal Methods-Uk,2015,7(5):1896-1905.
[43] Seifrtova M,Novakova L,Lino C,et al. An overview of analytical methodologies for the determination of antibiotics in environmental waters[J]. Anal Chim Acta,2009,649(2):158-179.
[44] Jarova K,Vavrova M,Jirova A,et al. Assessment of contamination level of aquatic ecosystem in the Svratka and the Svitava Rivers(Czech Republic)by selected pharmaceuticals[J]. Fresen Environ Bull,2014,23(12b):3265-3271.
[45] Nebot C,Iglesias A,Regal P,et al. Development of a multi-class method for the identification and quantification of residues of antibiotics,coccidiostats and corticosteroids in milk by liquid chromatography tandem mass spectrometry[J]. Int Dairy J,2012,22(1):78-85.
[46] Hager J W. Recent trends in mass spectrometer development[J].Anal Bioanal Chem,2004,378(4):845-850.
[47] Benotti M J,Ferguson P L,Rieger R A,et al.,HPLC/TOF-MS:An alternative to LC/MS/MS for sensitive and selective determination of polar organic contaminants in the aquatic environment[M]//Ferrer I,Thurman E M. Liquid Chromatography/Mass Spectrometry,Ms/Ms and Time-of-Flight Ms,2003,850:109-127.
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