Degradation of the pharmaceuticals lamivudine and zidovudine using advanced oxidation processes

Authors

DOI:

https://doi.org/10.5902/2179460X40071

Keywords:

AOPs, ANNs, HPLC, Kinetic modeling, Lamivudine.Toxicity, UV/H2O2, Zidovudine

Abstract

The existence of pharmaceuticals in nature is a growing environmental problem, turning necessary the use of efficient treatments for the degradation of these substances, as the advanced oxidation processes (AOPs). In this work the AOPs UV/H2O2 and photo-Fenton were applied to degrade the pharmaceuticals lamivudine and zidovudine in an aqueous solution using a bench reactor, composed of three UV-C lamps. It was verified that the UV/H2O2 process presented a degradation of 97.33 ± 0.14% for lamivudine and 93.90 ± 0.33% for zidovudine, after 180 min of treatment and for an initial concentratin of each pharmaceutical of  5 mg.L-1 and [H2O2] of 600 mg.L-1.  A methodology by artificial neural networks (ANNs) was used to model the photocatalytic process, with the MLP 7-23-2 ANN representing it well, and determining the relative importance (%) of each of the input variables for the pharmaceutical’s degradation process. Kinetic studies for the pharmaceutical degradation and the conversion of organic matter showed good adjustments to the pseudo first-order models with R2 raging from 0.9705 to 0.9980. Toxicity assays for the before treatment solution indicated that the seeds Lactuca sativa and Portulaca grandiflora showed growth inhibition whereas the post-treatment solution inhibited only the growth of Lactuca sativa.

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Author Biographies

Alex Leandro Andrade de Lucena, Universidade Federal de Pernambuco, Recife, PE

Aluno de doutorado em Engenharia Química pela Universidade Federal de Pernambuco

Daniella Carla Napoleão, Universidade Federal de Pernambuco, Recife, PE

Professora Adjunta AII da Universidade Federal de Pernambuco

Hélder Vinícius Carneiro da Silva, Universidade Federal de Pernambuco, Recife, PE

Mestrando em Química pela Universidade Federal de Pernambuco, atuando na área de Síntese Orgânica, trabalhando com reações do tipo click tiol-eno na funcionalização de heterociclos de cinco membros

Rayany Magali da Rocha Santana, Universidade Federal de Pernambuco, Recife, PE

Aluna de mestrado do Programa de Pós-graduação em Engenharia Química da Universidade Federal de Pernambuco, desenvolvendo pesquisas sobre tratamento de corantes, empregando processos oxidativos avançados.

Beatriz Galdino Ribeiro, Universidade Federal de Pernambuco, Recife, PE

Técnica de laboratório da área de química, lotada no Departamento de Engenharia Química da UFPE

Marta Maria Menezes Bezerra Duarte, Universidade Federal de Pernambuco, Recife, PE

Professora do Departamento de Engenharia Química da Universidade Federal de Pernambuco

References

AMERICAN PUBLIC HEATH ASSOCIATION – (APHA). Standard methods for the examination of water and wastewater. 22nd ed. Washington, D.C.; 2012.

AMETA CS, AMETA R, editors. Advanced Oxidation Process for Wastewater Treatment: Emerging Green Chemical Technology. 1st ed. Academic Press; 2018.

AMINOT Y, LITRICO X, CHAMBOLLE M, ARNAUD C, PARDON P, BUDZINDKI H. Development and application of a multi-residue method for the determination of 53 pharmaceuticals in water, sediment, and suspended solids using liquid chromatography-tandem mass spectrometry. Anal. Bioanal. Chem. 2015;407(58):8585-8605.

AQUINO SF, BRANDT EMF, CHERNICHARO, CAL. Remoção de fármacos e desreguladores endócrinos em estações de tratamento de esgoto: revisão da literatura. Engen. Sanit. Ambient. 2013;18(3):187-204.

ARABZADEH V, SOHRABI MR, GOUDARZI N, DAVALLO M. Using artificial neural network and multivariate calibration methods for simultaneous spectrophotometric analysis of Emtricitabine and Tenofovir alafenamide fumarate in pharmaceutical formulation of HIV drug. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2019;215:266-275.

BEKKARI N, ZEDDOURI A. Using artificial neural network for predicting and controlling the effluent chemical oxygen demand in wastewater treatment plant. Management of Environmental Quality. 2019;30(3):593-608.

BIALK-BIELINSKA A, KUMIRSKA J, BORECKA M, CABAN M, PASZKIEWICZ M, PAZDRO K, STEPNOWSKI P. Selected analytical challenges in the determination of pharmaceuticals in drinking/marine waters and soil/sediment samples. J. Pharm. Biomed. Anal. 2016;121:271-296.

BOTTONI P, CAROLI S, CARACCIOLO AB. Pharmaceuticals as priority water contaminants. Toxicol. Environ. Chem. 2010;92(3):549-565.

BRANDT MJ, JOHNSON KM, ELPHINSTON AJ, RATNAYAKA DD. Twort’s Water Supply. 7th ed. Elsevier; 2017.

BRASIL, MINISTÉRIO DA SAÚDE. Resolução Nº 899/2003. Agência Nacional de Vigilância Sanitária – (ANVISA). Brasília (Brasil): Ministério da Saúde; 2003.

BURKE LA, MARKS KM. Drugs to Treat Viral Hepatitis. In: COHEN J, POWDERLY WG, OPAL SM, editors. Infectious Diseases. 4th ed. Elsevier Ltd; 2017. p. 1327-1332.

CAMPONESCHI G, FAST J, GAUVAL M, GUERRA K, MOORE M, RAVINUTALA S, RIPIN D, SHEPEL V. An overview of the antiretroviral market. Current Opinion in HIV and AIDS. 2013;8(6):535-543.

CHAN KH, CHU W. Modeling the reaction kinetics of Fenton’s process on the removal of atrazine. Chemosphere. 2003;51(4):305-311.

CHRISTOU A, KARAOLIA P, EVROULA H, MICHAEL C, FATTA-KASSINOS D. Long-term wastewater irrigation of vegetables in real agricultural systems: Concentration of pharmaceuticals in soil, uptake and bioaccumulation in tomato fruits and human health risk assessment. Water Res. 2017;109:24-34.

CORBETT M. A brief history of AZT. National Museum of American History [Internet]. 2010. Available from: http://americanhistory.si.edu/blog/2010/09/a-brief-history-of-azt.html.

EBELE AJ, ABDALLAH MA-E, HARRAD S. Pharmaceuticals and personal care products (PPCPs) in the freshwater aquatic environment. Emerging Contaminants. 2017;3(1):1-16.

EXPÓSITO AJ, MONTEAGUDO JM, DURÁN A, SAN MARTÍN I, GONZÁLEZ L. Study of the intensification of solar photo-Fenton degradation of Carbamazepine with Ferrioxalate Complexes and Ultrasound. J. Hazard Mater. 2018;342:597-605.

FUNKE J, PRASSE C, TERNES TA. Identification of transformation products of antiviral drugs formed during biological wastewater treatment and their occurrence in the urban water cycle. Water Res. 2016;98:75-83.

GAD SC. Handbook of Pharmaceutical Biotechnology. 1st ed. 2007. WILEY-INTERSCIENCE.

GIANNAKIS S, HENDAOUI I, RTIMI S, FURBRINGER JM, PULGARIN C. Modeling and treatment optimization of pharmaceutically active compounds by the photo-Fenton process: The case of the antidepressant venlafaxine. J. Environ. Chem. Eng. 2017; 5(1):818-828.

GIRI AS, GOLDER AK. Decomposition of drug mixture in Fenton and photo-Fenton processes: Comparison to singly treatment, evolution of inorganic ions and toxicity assay. Chemosphere. 2015;127:254-261.

GRUBBS FE, BECK G. Extension of sample Sizes and Percentage points for Significance Tests of Outlying Observations. Technometrics. 1972; 14(4):847-854.

HUANG N, WANG T, WANG W-L, WU Q-Y, LI A, HU H-Y. UV/chlorine as an advanced oxidation process for the degradation of benzalkonium chloride: Synergistic effect, transformation products and toxicity evaluation. Water Res. 2017;114:246-253.

INSTITUTO NACIONAL DE METROLOGIA, QUALIDADE E TECNOLOGIA. DOC-CGCRE-008 Orientação sobre validação de métodos analíticos. Brasília (Brasil): INMETRO; 2016.

IOANNOU-TTOFA L, RAJ S, PRAKASH H, FATTA-KASSINOS, D. Solar photo-Fenton oxidation for the removal of ampicillin, total cultivable and resistant E. coli and ecotoxicity from secondary-treated wastewater effluents. Chem. Eng. J. 2019;355:91-102.

KARISHMA S, SUBRAMANIAM S, MUTHURAMAN MS, SIVASUBRAMANIAN A. RP-HPLC Method development and validation for lamivudine and zidovudine in pharmaceutical dosage forms. Int. J. Pharmtech. Res. 2013;5(3):1321-1331.

KLAVARIOTI M, MANTZAVINOS D, KASSINOS D. Removal of residual pharmaceuticals from aqueous systems by advanced oxidation processes. Environ. Int. 2009;35:402-417.

K’OREJE KO, DEMEESTERE K, WISPELAERE PD, VERGEYNST L, DEWULF J, LANGENHOVE HV. From multi-residue screening to target analysis of pharmaceuticals in water: Development of a new approach based on magnetic sector mass spectrometry and application in the Nairobi River basin, Kenya. Sci. Total Environ. 2012;437:153-164.

K’OREJE KO, VERGEYNST L, OMBAKA D, WISPELAERE PD, OKOTH M, LANGENHOVE HV, DEMEESTERE K. Occurrence patterns of pharmaceutical residues in wastewater, surface water and groundwater of Nairobi and Kisumu city, Kenya. Chemosphere. 2016:149:238-244.

KUMARI G, SINGH RK. Highly Active Antiretroviral Therapy for treatment of HIV/AIDS patients: Current status and future prospects and the Indian scenario. HIV & AIDS Review. 2012;11(1):5-14.

LAVRA ZMM, NETO PJR, da SILVA RMF, de MEDEIROS FPM. Desenvolvimento e Validação de Método Analítico para determinação simultânea de Lamivudina, Zidovudina e Nevirapina em comprimidos dose-fixa combinada por cromatografia de alta eficiência. Quim. Nova. 2008;31(5):969-974.

LI Y, IGNE B, DRENNEM III JK, ANDERSON CA. Method development and validation for pharmaceuticals tablets analysis using Raman spectroscopy. Int. J. Pharm. 2016;498:318-325.

LINDEN KG, MOHSENI M. Advanced Oxidation Processes: Applications in Drinking Water Treatment. Comprehensive Water Quality and Purification. 2014;2:148-172.

LOCATELLI, M, SCIASCIA, F, CIFELLI, R, MALATESTA, L, PANTALEONE, B, CROCE, F. Analytical methods for the endocrine disruptor compounds determination in environmental water samples. J. Chromatogr. A. 2016;1439:1-18.

LIU T, YIN K, LIU C, LUO J, CRITTENDEN J, ZHANG W, LUO S, HE Q, DENG Y, LIU H, ZHANG D. The role of reactive oxygen species and carbonate radical in oxcarbazepine degradation via UV, UV/H2O2: Kinetics, mechanisms and toxicity evaluation. Water Res. 2018;147:204-213.

MADIKIZELA LM, TAVENGWA NT, CHIMUKA L. Status of pharmaceuticals in African water bodies: Occurrence, removal and analytical methods. J. Environ. Manage. 2017;193:221-220.

MIRZAEI A, CHEN Z, HAGHIGTHAT F, YERUSHALMI L. Removal of pharmaceuticals from water by homo/heterogonous Fenton-type processes – A review. Chemosphere. 2017;174:665-688.

MORIJI A, VAKILI M, FARRAJI H, AZIZ SQ. Combined ozone oxidation process and adsorption methods for the removal of acetaminophen and amoxicillin from aqueous solution, kinetic and optimization. Environ. Technol. Inno. 2019;15(100404).

NAPOLEÃO DC, ZAIDAN LEMC, RODRÍGUEZ-DÍAZ JM, SANTANA RM da R, MONTENEGRO MCB da S de M, ARAÚJO A da N, BENACHOUR M, da SILVA VL. Use of the photo-Fenton process to discover the degradation of drugs present in water from Wastewater Treatment Plants of the Pharmaceutical industry. Afinidad. 2018;75(581):23-31.

NATIONAL IMMUNE MONITORING LABORATORY – (NIML). Activity/expertise profile. INFECTIOLOGY. University of Montreal (Canada); 2010.

NGUMBA E, GACHANJA A, TUHKANEN T. Occurrence of selected antibiotics and antiretroviral drugs in Nairobi River Basin, Kenya. Sci. Total. Environ. 2016;539:206-213.

PAÍGA P, SANTOS LHMLM, DELERUE-MATOS C. Development of a multi-residue method for the determination of human and veterinary pharmaceutical and some of their metabolites in aqueous environmental matrices by SPE-UHPLC-MS/MS. J. Pharm. Biomed. Anal. 2017;135:75-86.

PEAKE BM, BRAUND R, TONG AYC, TREMBLAY LA. The Life-Cycle of Pharmaceuticals in the Environment. Cambridge: ELSEVIER; 2016.

PERLATTI B, SILVA MFGF, FERNANDES JB, FORIM, MR. Validation and application of HPLC-ESI-MS/MS method for the quantification of RBBR decolorization, a model for highly toxic molecules, using several fungi strains. Bioresour. Technol. 2012;124:37-44.

PRASSE C, SCHLUSENER MP, SCHULZ R, TERNES TA. Antiviral drugs in wastewater and surface water: A new pharmaceutical class of environmental relevance?. Environ. Sci. Technol. 2010;44:1728-1735.

QIU W, ZHENG M, SUN J, TIAN Y, FANG M, ZHENG Y, ZHANG T, ZHENG C. Photolysis of enrofloxacin, pefloxacin and sulfaquinoxaline in aqueous solution by UV/H2O2, UV/Fe(II), and UV/H2O2/Fe(II) and the toxicity of the final reaction solutions on zebrafish embryos. Sci. Total. Environ. 2019;651:1457-1468.

RAJKUMAR D, PALANIVELU K. Electrochemical treatment of industrial wastewater. J. Hazard. Mater. 2004;133(1-3):123-129.

RIBANI M, BOTTOLI CBG, COLLINS CH, JARDIM ICSF, MELO LFC. Validação em métodos cromatográficos e eletroforéticos. Quim. Nova. 2004;27(5):771-780.

RIBEIRO AR, NUNES OC, PEREIRA MFR, SILVA AMT. An overview on the advanced oxidation processes applied for the treatment of water pollutants defined in the recently launched Directive 2013/39/EU. Environ. Int. 2015;75:33-51.

RODRIGUEZ-NARVAEZ OM, PERALTA-HERNANDEZ JM, GOONETILLEKE A, BANDALA ER. Treatment Technologies for emerging contaminants in water: a review. Chem. Eng. J. 2017;323:361-380.

ROMERO V, GONZÁLEZ O, BAYARRI B, MARCO P, GIMÉNEZ J, ESPLUGAS S. Degradation of Metoprolol by photo-Fenton: Comparison of different photoreactors performance. Chem. Eng. J. 2016;283:639-648.

SALVADOR T, MARCOLINO JRLH, PERALTA-ZAMORA P. Degradação de corantes têxteis e remediação de resíduos de tingimento por Processos Fenton, Foto-Fenton e Eletro-Fenton. Quim. Nova. 2012:35(5):932-938.

SANDERSON H, JOHNSON DJ, REISMA T, BRAIN RA, WILSON CJ, SOLOMON KR. Ranking and prioritization of environmental risks of pharmaceuticals in surface waters. Regul. Toxicol. Pharmacol. 2004;39(2):158-183.

SERPONE N, ARTEMEV YM, RYABCHUK VK, EMELINE AV, HORIKOSHI S. Light-driven advanced oxidation processes in the disposal of emerging pharmaceutical contaminants in aqueous media: A brief review. Curr. Opin. Green Sustainable Chem. 2017;6:18-33.

SCHOEMAN, C.; DLAMINI, M.; OKONKWO, O. J. The impact of a Wastewater Treatment Works in Southern Gauteng, South Africa on efavirenz and nevirapine discharges into the aquatic environment. Emerging Contaminants. 2017;3:95-106.

TIBURTIUS, E. R. L.; PERALTA-ZAMORA, P.; EMMEL, A. Degradação de benzeno, tolueno e xilenos em águas contaminadas por gasolina, utilizando-se processos foto-Fenton. Quim. Nova. 2009;32(8):2058-2063.

JOINTED UNITED NATIONS ON HIV/AIDS (UNAIDS) – Global AIDS Update, 2016. Available in: http://www.unaids.org/sites/default/files/media_asset/global-AIDS-update-2016_en.pdf.

UNITED STATES ENVIRONMENTAL PROTECTION AGENCY.EPA/625/R-98/004. Handbook on Advanced Photochemical Oxidation Processes. Washington, D.C. (USA): USEPA; 1998.

VERGEYNST L, HAECK A, WISPELAERE PD, LANGENHOVE HV, DEMEESTERE K. Multi-residue analysis of pharmaceuticals in wastewater by liquid chromatography-magnetic sector mass spectrometry: Method quality assessment and application in a Belgian case study. Chemosphere. 2015a;119:52-58.

VERGEYNST L, LANGENHOVE HV, DEMEESTERE K. Balancing the False Negative and Positive Rates in Suspect Screening with High-Resolution Orbitrap Mass Spectrometry Using Multivariate Statistics. Anal. Chem. 2015b;87(4):2170-2177.

WANG J, WANG S. Removal of pharmaceuticals and personal care products (PPCPs) from wastewater: A review. J. Environ. Manage. 2016;182:620-640.

WOOD TP, DUVENAGE CSJ, ROHWER E. The occurrence of anti-retroviral compounds used for HIV treatment in South African surface water. Environ. Pollut. 2015;199:235-243.

WOOD TP, PREEZ CD, STEENKAMP A, DUVENAGE C, ROHWER ER. Database-driven screening of South African surface water and the targeted detection of pharmaceuticals using liquid chromatography – High resolution mass spectrometry. Environ. Pollut. 2017;230:453-462.

YANG Y, CAO Y, JIANG J, LU X, MA J, PANG S, LI J, LIU Y, ZHOU Y, GUAN C. Comparative study on degradation of propranolol and formation of oxidation products by UV/H2O2 and UV/persulfate (PDS). Water Res. 2019;149:543-552.

YOUNG BJ, RIERA NI, BEILY ME, BRES PA, CRESPO DC, RONCO AE. Toxicity of the effluent from an anaerobic bio reactor treating cereal residues on Lactuca sativa. Ecotoxicol. Environ. Saf. 2012;76:182-186.

ZAIDAN LEMC, PINHEIRO RB, SANTANA RM da R, CHARAMBA LVC, NAPOLEÃO DC, da SILVA VL. Evaluation of efficiency of advanced oxidative process in degradation of 2-4 dichlorophenol employing UV-C radiation reactor. REGET. 2017;21(2):147-157.

ZHOU C, CHEN J, XIE Q, WEI X, ZHANG Y-N, FU Z. Photolysis of three antiviral drugs acyclovir, zidovudine and lamivudine in surface freshwater and sea water. Chemosphere. 2015;138:792-797.

ZHOU H, YING T, WANG X, LIU J. Occurrence and preliminarily environmental risk assessment of selected pharmaceuticals in the urban rivers, China. Sci. Rep. 2016;6(34928).

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Published

2020-09-03

How to Cite

Lucena, A. L. A. de, Napoleão, D. C., Silva, H. V. C. da, Santana, R. M. da R., Ribeiro, B. G., & Duarte, M. M. M. B. (2020). Degradation of the pharmaceuticals lamivudine and zidovudine using advanced oxidation processes. Ciência E Natura, 42, e9. https://doi.org/10.5902/2179460X40071

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