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Volumn 21, Issue 5, 2010, Pages 681-689

Removal of diclofenac and mefenamic acid by the white rot fungus Phanerochaete sordida YK-624 and identification of their metabolites after fungal transformation

Author keywords

Cytochrome P450; Diclofenac; Hydroxylation; Mefenamic acid; White rot fungus

Indexed keywords

CYTOCHROME P450; DICLOFENAC; MEFENAMIC ACID; NON-STEROIDAL ANTI-INFLAMMATORY DRUGS; PHANEROCHAETE SORDIDA; THAMNOCEPHALUS PLATYURUS; WHITE ROT FUNGI;

EID: 77955272834     PISSN: 09239820     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10532-010-9334-3     Document Type: Article
Times cited : (116)

References (40)
  • 1
    • 52749083689 scopus 로고    scopus 로고
    • Recent developments in biodegradation of industrial pollutants by white rot fungi and their enzyme system
    • Asgher M, Bhatti HN, Ashraf M, Legge RL (2008) Recent developments in biodegradation of industrial pollutants by white rot fungi and their enzyme system. Biodegradation 19: 771-783.
    • (2008) Biodegradation , vol.19 , pp. 771-783
    • Asgher, M.1    Bhatti, H.N.2    Ashraf, M.3    Legge, R.L.4
  • 2
    • 4444370791 scopus 로고    scopus 로고
    • Investigating the environmental transport of human pharmaceuticals to streams in the United Kingdom
    • Ashton D, Hilton M, Thomas KV (2004) Investigating the environmental transport of human pharmaceuticals to streams in the United Kingdom. Sci Total Environ 333: 167-184.
    • (2004) Sci Total Environ , vol.333 , pp. 167-184
    • Ashton, D.1    Hilton, M.2    Thomas, K.V.3
  • 3
    • 0000534936 scopus 로고    scopus 로고
    • Characterization of a novel diclofenac metabolite in human urine by capillary gas chromatography-negative chemicalionization mass spectrometry
    • Blum W, Faigle JW, Pfaar U, Sallmann AR (1996) Characterization of a novel diclofenac metabolite in human urine by capillary gas chromatography-negative chemicalionization mass spectrometry. J Chromatogr B 685: 251-263.
    • (1996) J Chromatogr B , vol.685 , pp. 251-263
    • Blum, W.1    Faigle, J.W.2    Pfaar, U.3    Sallmann, A.R.4
  • 5
    • 52049116997 scopus 로고    scopus 로고
    • Degradation of polycyclic aromatic hydrocarbons by Rigidoporus lignosus and its laccase in the presence of redox mediators
    • Cambria MT, Minniti Z, Librando V, Cambria A (2008) Degradation of polycyclic aromatic hydrocarbons by Rigidoporus lignosus and its laccase in the presence of redox mediators. Appl Biochem Biotechnol 149: 1-8.
    • (2008) Appl Biochem Biotechnol , vol.149 , pp. 1-8
    • Cambria, M.T.1    Minniti, Z.2    Librando, V.3    Cambria, A.4
  • 7
    • 27744498927 scopus 로고    scopus 로고
    • Removal of selected pharmaceuticals, fragrances and endocrine disrupting compounds in a membrane bioreactor and conventional wastewater treatment plants
    • Clara M, Strenn B, Gans O, Martinez E, Kreuzinger N, Kroiss H (2005) Removal of selected pharmaceuticals, fragrances and endocrine disrupting compounds in a membrane bioreactor and conventional wastewater treatment plants. Water Res 39: 4797-4807.
    • (2005) Water Res , vol.39 , pp. 4797-4807
    • Clara, M.1    Strenn, B.2    Gans, O.3    Martinez, E.4    Kreuzinger, N.5    Kroiss, H.6
  • 8
    • 14744296489 scopus 로고    scopus 로고
    • Immobilized white-rot fungal biodegradation of phenol and chlorinated phenol in trickling packed-bed reactors by employing sequencing batch operation
    • Ehlers GA, Rose PD (2005) Immobilized white-rot fungal biodegradation of phenol and chlorinated phenol in trickling packed-bed reactors by employing sequencing batch operation. Biores Technol 96: 1264-1275.
    • (2005) Biores Technol , vol.96 , pp. 1264-1275
    • Ehlers, G.A.1    Rose, P.D.2
  • 9
    • 0013999256 scopus 로고
    • Experimental observations on flufenamic, mefenamic and meclofenamic acids. 3. Metabolic disposition
    • Glazko AJ (1966) Experimental observations on flufenamic, mefenamic and meclofenamic acids. 3. Metabolic disposition. Ann Phys Med Suppl: 23-36.
    • (1966) Ann Phys Med Suppl , pp. 23-36
    • Glazko, A.J.1
  • 10
    • 33748429282 scopus 로고    scopus 로고
    • Biodegradation studies of selected priority acidic pesticides and diclofenac in different bioreactors
    • González S, Müller J, Petrovic M, Barceló D, Knepper TP (2006) Biodegradation studies of selected priority acidic pesticides and diclofenac in different bioreactors. Environ Pollut 144: 926-932.
    • (2006) Environ Pollut , vol.144 , pp. 926-932
    • González, S.1    Müller, J.2    Petrovic, M.3    Barceló, D.4    Knepper, T.P.5
  • 11
    • 34548250986 scopus 로고    scopus 로고
    • Transformation of diclofenac by the indigenous microflora of river sediments and identification of a major intermediate
    • Gröning J, Held C, Garten C, Claußnitzer U, Kaschabek SR, Schlömann M (2007) Transformation of diclofenac by the indigenous microflora of river sediments and identification of a major intermediate. Chemosphere 69: 509-516.
    • (2007) Chemosphere , vol.69 , pp. 509-516
    • Gröning, J.1    Held, C.2    Garten, C.3    Claußnitzer, U.4    Kaschabek, S.R.5    Schlömann, M.6
  • 12
    • 0037052865 scopus 로고    scopus 로고
    • Occurrence, fate, and removal of pharmaceutical residues in the aquatic environment: A review of recent research data
    • Heberer T (2002) Occurrence, fate, and removal of pharmaceutical residues in the aquatic environment: a review of recent research data. Toxicol Lett 131: 5-17.
    • (2002) Toxicol Lett , vol.131 , pp. 5-17
    • Heberer, T.1
  • 13
    • 33846406470 scopus 로고    scopus 로고
    • The occurrence and removal of selected pharmaceutical compounds in a sewage treatment works utilizing activated sludge treatment
    • Jones OAH, Voulvoulis N, Lester JN (2007) The occurrence and removal of selected pharmaceutical compounds in a sewage treatment works utilizing activated sludge treatment. Environ Pollut 145: 738-744.
    • (2007) Environ Pollut , vol.145 , pp. 738-744
    • Jones, O.A.H.1    Voulvoulis, N.2    Lester, J.N.3
  • 14
    • 29544439575 scopus 로고    scopus 로고
    • Phylogenetical approach to isolation of white-rot fungi capable of degrading polychlorinated dibenzo-p-dioxin
    • Kamei I, Suhara H, Kondo R (2005) Phylogenetical approach to isolation of white-rot fungi capable of degrading polychlorinated dibenzo-p-dioxin. Appl Microbiol Biotechnol 69: 358-366.
    • (2005) Appl Microbiol Biotechnol , vol.69 , pp. 358-366
    • Kamei, I.1    Suhara, H.2    Kondo, R.3
  • 15
    • 0027269444 scopus 로고
    • Diclofenac covalent protein binding is dependent on acyl glucuronide formation and is inversely related to P450-mediated acute cell injury in cultured rat hepatocytes
    • Kretz-Rommel A, Boelsterli UA (1993) Diclofenac covalent protein binding is dependent on acyl glucuronide formation and is inversely related to P450-mediated acute cell injury in cultured rat hepatocytes. Toxicol Appl Pharmacol 120: 155-161.
    • (1993) Toxicol Appl Pharmacol , vol.120 , pp. 155-161
    • Kretz-Rommel, A.1    Boelsterli, U.A.2
  • 16
    • 58549115673 scopus 로고    scopus 로고
    • Ability of white-rot fungi to remove selected pharmaceuticals and identification of degradation products by Trametes versicolor
    • Marco-Urrea E, Pérez-Trujillo M, Vicent T, Caminal G (2009a) Ability of white-rot fungi to remove selected pharmaceuticals and identification of degradation products by Trametes versicolor. Chemosphere 74: 765-772.
    • (2009) Chemosphere , vol.74 , pp. 765-772
    • Marco-Urrea, E.1    Pérez-Trujillo, M.2    Vicent, T.3    Caminal, G.4
  • 17
    • 75149156911 scopus 로고    scopus 로고
    • White-rot fungus-mediated degradation of the analgesic ketoprofen and identification of intermediates by HPLC-DAD-MS and NMR
    • doi:10.1016/j.chemosphere.2009.10.009
    • Marco-Urrea E, Pérez-Trujillo M, Cruz-Morató C, Caminal G, Vicent T (2009b) White-rot fungus-mediated degradation of the analgesic ketoprofen and identification of intermediates by HPLC-DAD-MS and NMR. Chemosphere. doi: 10. 1016/j. chemosphere. 2009. 10. 009.
    • (2009) Chemosphere
    • Marco-Urrea, E.1    Pérez-Trujillo, M.2    Cruz-Morató, C.3    Caminal, G.4    Vicent, T.5
  • 18
    • 75849156553 scopus 로고    scopus 로고
    • Oxidation of atenolol, propranolol, carbamazepine and clofibric acid by a biological Fenton-like system mediated by the white-rot fungus Trametes versicolor
    • doi:10.1016/j.watres.2009.09.049
    • Marco-Urrea E, Radjenović J, Caminal G, Petrović M, Vicent T, Barceló D (2009c) Oxidation of atenolol, propranolol, carbamazepine and clofibric acid by a biological Fenton-like system mediated by the white-rot fungus Trametes versicolor. Water Res. doi: 10. 1016/j. watres. 2009. 09. 049.
    • (2009) Water Res
    • Marco-Urrea, E.1    Radjenović, J.2    Caminal, G.3    Petrović, M.4    Vicent, T.5    Barceló, D.6
  • 20
    • 4744348890 scopus 로고    scopus 로고
    • Functional diversity of cytochrome P450 s of the white-rot fungus Phanerochaete chrysosporium
    • Matsuzaki F, Wariishi H (2004) Functional diversity of cytochrome P450 s of the white-rot fungus Phanerochaete chrysosporium. Biochem Biophys Res Commun 324: 387-393.
    • (2004) Biochem Biophys Res Commun , vol.324 , pp. 387-393
    • Matsuzaki, F.1    Wariishi, H.2
  • 21
    • 67349217062 scopus 로고    scopus 로고
    • Removal of estrogenic activity of iso-butylparaben and n-butylparaben by laccase in the presence of 1-hydroxybenzotriazole
    • Mizuno H, Hirai H, Kawai S, Nishida T (2009) Removal of estrogenic activity of iso-butylparaben and n-butylparaben by laccase in the presence of 1-hydroxybenzotriazole. Biodegradation 20: 533-539.
    • (2009) Biodegradation , vol.20 , pp. 533-539
    • Mizuno, H.1    Hirai, H.2    Kawai, S.3    Nishida, T.4
  • 22
    • 21744460381 scopus 로고    scopus 로고
    • Pathways and metabolites of microbial degradation of selected acidic pharmaceutical and their occurrence in municipal wastewater treated by a membrane bioreactor
    • Quintana JB, Weiss S, Reemtsma T (2005) Pathways and metabolites of microbial degradation of selected acidic pharmaceutical and their occurrence in municipal wastewater treated by a membrane bioreactor. Water Res 39: 2654-2664.
    • (2005) Water Res , vol.39 , pp. 2654-2664
    • Quintana, J.B.1    Weiss, S.2    Reemtsma, T.3
  • 23
    • 0037462582 scopus 로고    scopus 로고
    • Determination of acidic drugs in sewage water by gas chromatography-mass spectrometry as tert.-butyldimethylsilyl derivatives
    • Rodríguez I, Quintana JB, Carpinteiro J, Carro AM, Lorenzo RA, Cela R (2003) Determination of acidic drugs in sewage water by gas chromatography-mass spectrometry as tert.-butyldimethylsilyl derivatives. J Chromatogr A 985: 265-274.
    • (2003) J Chromatogr A , vol.985 , pp. 265-274
    • Rodríguez, I.1    Quintana, J.B.2    Carpinteiro, J.3    Carro, A.M.4    Lorenzo, R.A.5    Cela, R.6
  • 24
    • 33947729797 scopus 로고    scopus 로고
    • Occurrence and risk assessment of pharmaceutically active compounds in wastewater treatment plants. A case study: Seville city (Spain)
    • Santos JL, Aparicio I, Alonso E (2007) Occurrence and risk assessment of pharmaceutically active compounds in wastewater treatment plants. A case study: Seville city (Spain). Environ Int 33: 596-601.
    • (2007) Environ Int , vol.33 , pp. 596-601
    • Santos, J.L.1    Aparicio, I.2    Alonso, E.3
  • 25
    • 0027377025 scopus 로고
    • Structures of mefenamic acid metabolites from human urine
    • Sato J, Yamane Y, Ito K, Bando H (1993) Structures of mefenamic acid metabolites from human urine. Biol Pharm Bull 16: 811-812.
    • (1993) Biol Pharm Bull , vol.16 , pp. 811-812
    • Sato, J.1    Yamane, Y.2    Ito, K.3    Bando, H.4
  • 26
    • 0033048697 scopus 로고    scopus 로고
    • Metabolic activation of diclofenac by human cytochrome P450 3A4: Role of 5-hydroxydiclofenac
    • Shen S, Marchick MR, Davis MR, Doss GA, Pohl LR (1999) Metabolic activation of diclofenac by human cytochrome P450 3A4: role of 5-hydroxydiclofenac. Chem Res Toxicol 12: 214-222.
    • (1999) Chem Res Toxicol , vol.12 , pp. 214-222
    • Shen, S.1    Marchick, M.R.2    Davis, M.R.3    Doss, G.A.4    Pohl, L.R.5
  • 27
    • 0018643290 scopus 로고
    • Biotransformation of diclofenac sodium (Voltaren) in animals and in man. II. Quantitative determination of the unchanged drug and principal phenolic metabolites, in urine and bile
    • Stierlin H, Faigle JW (1979) Biotransformation of diclofenac sodium (Voltaren) in animals and in man. II. Quantitative determination of the unchanged drug and principal phenolic metabolites, in urine and bile. Xenobiotica 9: 611-621.
    • (1979) Xenobiotica , vol.9 , pp. 611-621
    • Stierlin, H.1    Faigle, J.W.2
  • 29
    • 0037385665 scopus 로고    scopus 로고
    • Removal of estrogenic activities of 17β-estradiol and ethinylestradiol by ligninolytic enzymes from white rot fungi
    • Suzuki K, Hirai H, Murata H, Nishida T (2003) Removal of estrogenic activities of 17β-estradiol and ethinylestradiol by ligninolytic enzymes from white rot fungi. Water Res 37: 1972-1975.
    • (2003) Water Res , vol.37 , pp. 1972-1975
    • Suzuki, K.1    Hirai, H.2    Murata, H.3    Nishida, T.4
  • 30
    • 13844320337 scopus 로고    scopus 로고
    • Removal of estrogenic activity of endocrine-disrupting genistein by ligninolytic enzymes from white rot fungi
    • Tamagawa Y, Hirai H, Kawai S, Nishida T (2005) Removal of estrogenic activity of endocrine-disrupting genistein by ligninolytic enzymes from white rot fungi. FEMS Microbiol Lett 244: 93-98.
    • (2005) FEMS Microbiol Lett , vol.244 , pp. 93-98
    • Tamagawa, Y.1    Hirai, H.2    Kawai, S.3    Nishida, T.4
  • 31
    • 34249718825 scopus 로고    scopus 로고
    • Removal of estrogenic activity of 4-tert-octylphenol by ligninolytic enzymes from white rot fungi
    • Tamagawa Y, Hirai H, Kawai S, Nishida T (2007) Removal of estrogenic activity of 4-tert-octylphenol by ligninolytic enzymes from white rot fungi. Environ Toxicol 22: 281-286.
    • (2007) Environ Toxicol , vol.22 , pp. 281-286
    • Tamagawa, Y.1    Hirai, H.2    Kawai, S.3    Nishida, T.4
  • 32
    • 0033048695 scopus 로고    scopus 로고
    • Roles of human hepatic cytochrome P450 s 2C9 and 3A4 in the metabolic activation of diclofenac
    • Tang W, Stearns RA, Wang RW, Chiu SH, Baillie TA (1999) Roles of human hepatic cytochrome P450 s 2C9 and 3A4 in the metabolic activation of diclofenac. Chem Res Toxicol 12: 192-199.
    • (1999) Chem Res Toxicol , vol.12 , pp. 192-199
    • Tang, W.1    Stearns, R.A.2    Wang, R.W.3    Chiu, S.H.4    Baillie, T.A.5
  • 33
    • 19344362341 scopus 로고    scopus 로고
    • Occurrence of several acidic drugs in sewage treatment plants in Switzerland and risk assessment
    • Tauxe-Wuersch A, De Alencastro LF, Grandjean D, Tarradellas J (2005) Occurrence of several acidic drugs in sewage treatment plants in Switzerland and risk assessment. Water Res 39: 1761-1772.
    • (2005) Water Res , vol.39 , pp. 1761-1772
    • Tauxe-Wuersch, A.1    de Alencastro, L.F.2    Grandjean, D.3    Tarradellas, J.4
  • 34
    • 0032210734 scopus 로고    scopus 로고
    • Occurrence of drugs in German sewage treatment plants and rivers
    • Ternes TA (1998) Occurrence of drugs in German sewage treatment plants and rivers. Water Res 32: 3245-3260.
    • (1998) Water Res , vol.32 , pp. 3245-3260
    • Ternes, T.A.1
  • 35
    • 69749084914 scopus 로고
    • Lignin peroxidase of Phanerochaete chrysosporium
    • Tien M, Kirk TK (1988) Lignin peroxidase of Phanerochaete chrysosporium. Methods Enzymol 161: 238-249.
    • (1988) Methods Enzymol , vol.161 , pp. 238-249
    • Tien, M.1    Kirk, T.K.2
  • 36
    • 0037445163 scopus 로고    scopus 로고
    • Occurrence and fate of carbamazepine, clofibric acid, diclofenac, ibuprofen, ketoprofen, and naproxen in surface waters
    • Tixier C, Singer HP, Oellers S, Müller SR (2003) Occurrence and fate of carbamazepine, clofibric acid, diclofenac, ibuprofen, ketoprofen, and naproxen in surface waters. Environ Sci Technol 37: 1061-1068.
    • (2003) Environ Sci Technol , vol.37 , pp. 1061-1068
    • Tixier, C.1    Singer, H.P.2    Oellers, S.3    Müller, S.R.4
  • 37
    • 0035238738 scopus 로고    scopus 로고
    • Removal of estrogenic activities of bisphenol A and nonylphenol by oxidative enzymes from lignin-degrading basidiomycetes
    • Tsutsumi Y, Haneda T, Nishida T (2001) Removal of estrogenic activities of bisphenol A and nonylphenol by oxidative enzymes from lignin-degrading basidiomycetes. Chemosphere 42: 271-276.
    • (2001) Chemosphere , vol.42 , pp. 271-276
    • Tsutsumi, Y.1    Haneda, T.2    Nishida, T.3
  • 38
    • 0031896097 scopus 로고    scopus 로고
    • Microbial oxidative metabolism of diclofenac: Production of 4′-hydroxydiclofenac using Epiccocum nigrum IMI354292
    • Webster R, Pacey M, Winchester T, Johnson P, Jezequel S (1998) Microbial oxidative metabolism of diclofenac: production of 4′-hydroxydiclofenac using Epiccocum nigrum IMI354292. Appl Microbiol Biotechnol 49: 371-376.
    • (1998) Appl Microbiol Biotechnol , vol.49 , pp. 371-376
    • Webster, R.1    Pacey, M.2    Winchester, T.3    Johnson, P.4    Jezequel, S.5
  • 40
    • 0038277458 scopus 로고    scopus 로고
    • Short-term tests with a pilot sewage plant and biofilm reactors for the biological degradation of the pharmaceutical compounds clofibric acid, ibuprofen, and diclofenac
    • Zwiener C, Frimmel FH (2003) Short-term tests with a pilot sewage plant and biofilm reactors for the biological degradation of the pharmaceutical compounds clofibric acid, ibuprofen, and diclofenac. Sci Total Environ 309: 201-211.
    • (2003) Sci Total Environ , vol.309 , pp. 201-211
    • Zwiener, C.1    Frimmel, F.H.2


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