ISSN 2415-8860 (online), ISSN 0372-4123 (print)
logoUkrainian Botanical Journal
  • 5 of 6
Up
Ukr. Bot. J. 2026, 83(2): 120–128
https://doi.org/10.15407/ukrbotj83.02.120
Biotechnology, Physiology and Biochemistry

Screening of selected basidiomycetes for flumequine biotransformation

Kerner A.O. 1, Al-Maali G.A. 1,2, Korzh R.A. 2
Abstract

Fluoroquinolone antibiotics are among the most frequently detected xenobiotics in the environment. Flumequine, a representative of this class, often reaches ecosystems through livestock, where its presence and persistence may harm living organisms. Fungal biotransformation is a promising alternative way to degrade or transform such xenobiotics. Therefore, our research aimed to evaluate the ability of five fungal strains from the IBK Mushroom Culture Collection to biotransform flumequine and to compare their metabolite profiles. Fungal cultures were incubated with flumequine under submerged conditions, and the transformation products were identified by high-performance liquid chromatography with mass spectrometry (HPLC-MS). The research has shown that all studied strains are capable of transforming flumequine. Biodegradation rates ranged from 87 to 90% within three days. Hydroxyflumequine was identified as the major metabolite for all investigated strains. Additionally, three other flumequine derivatives were determined: Bjerkandera adusta 2144 formed ethyl ester of flumequine; Coprinus comatus 2325 and 1687 produced methyl ester of flumequine; and Irpex lacteus 2437 formed methyl esters of flumequine and hydroxyflumequine. This is the first report on the ability of the humicolous saprotroph Coprinus comatus to transform flumequine. The obtained results highlight species-specific features of the biotransformation process and reveal the prospects of basidiomycetes as promising agents for fluoroquinolone antibiotic biotransformation.

Supplementary Material. Supplementary Material (S1) is available on this website: ukrbotj83-02-120-S1.pdf (128 KB)

Keywords: basidiomycetes, biotransformation, chromatography, fluoroquinolone antibiotic, xenobiotic

Full text: PDF (Eng) 456K

References
  1. Akrout I., Staita K., Zouari-Mechichi H., Ghariani B., Khmaissa M., Navarro D., Doan A., Albert Q., Faulds C., Sciara G., Record E., Mechichi T. 2024. Valorizing fungal diversity for the degradation of fluoroquinolones. Heliyon, 10(10): e30611. https://doi.org/10.1016/j.heliyon.2024.e30611
  2. Baborová P., Möder M., Baldrian P., Cajthamlová K., Cajthaml T. 2006. Purification of a new manganese peroxidase of the white-rot fungus Irpex lacteus, and degradation of polycyclic aromatic hydrocarbons by the enzyme. Research in Microbiology, 157(3): 248–253. https://doi.org/10.1016/j.resmic.2005.09.001
  3. Bártíková H., Skálová L., Stuchlíková L., Vokřál I., Vaněk T., Podlipná R. 2015. Xenobiotic-metabolizing enzymes in plants and their role in uptake and biotransformation of veterinary drugs in the environment. Drug Metabolism Reviews, 47(3): 374–387. https://doi.org/10.3109/03602532.2015.1076437
  4. Befenzi H., Ezzariai A., Baghor J., Arrach H., Armengaud J., Kielbasa M., Doan A., Lambert J., Lomascolo A., Albert Q., Faulds C., Sciara G., Mechichi T., Kouisni L., Hafidi M., El Fels L., Record E. 2025. Bjerkandera adusta TM11 for the bioremediation of fluoroquinolone antibiotics spiked in wastewater: A sustainable approach to pharmaceutical contaminant biotransformation. Ecotoxicology and Environmental Safety, 291: 117898. https://doi.org/10.1016/j.ecoenv.2025.117898
  5. Bisko N., Lomberg M., Mykchaylova O., Mytropolska N. 2024. IBK Mushroom Culture Collection. Version 1.8. The IBK Mushroom Culture Collection of the M.G. Kholodny Institute of Botany. In: GBIF occurrence dataset. Available at: https://ukraine.ipt.gbif.no/resource?r=ibk&v=1.8 (Accessed 11 March 2026).
  6. Bondaruk S.V., Bulava S.O., Korzh R.A., Lesyk D.S., Polovynko V.V., Fedyk A.V., Al-Maali G.A. 2025. Biotransformation of 2, 6-dichloroaniline and 3, 5-dichloroaniline by the mycelium of basidiomycetes. Ukrainian Botanical Journal, 82(6): 594–603. https://doi.org/10.15407/ukrbotj82.06.594
  7. Chakraborty P., Abraham J. 2017. Comparative study on degradation of norfloxacin and ciprofloxacin by Ganoderma lucidum JAPC1. Korean Journal of Chemical Engineering, 34(4): 1122–1128. https://doi.org/10.1007/s11814-016-0345-6
  8. Chiu C.H., Wang R., Zhuang S., Lin P.Y., Lo Y.C., Lu T.J. 2020. Biotransformation of mogrosides from Siraitia grosvenorii by Ganoderma lucidum mycelium and the purification of mogroside III E by macroporous resins. Journal of Food and Drug Analysis, 28(1): 74–83. https://doi.org/10.1016/j.jfda.2019.05.001
  9. Coelho-Moreira J.D.S., Brugnari T., Sá-Nakanishi A.B., Castoldi R., De Souza C.G.M., Bracht A., Peralta R.M. 2018. Evaluation of diuron tolerance and biotransformation by the white-rot fungus Ganoderma lucidum. Fungal Biology, 122(6): 471–478. https://doi.org/10.1016/j.funbio.2017.10.008
  10. Čvančarová M., Moeder M., Filipová A., Reemtsma T., Cajthaml T. 2013. Biotransformation of the antibiotic agent Flumequine by ligninolytic fungi and residual antibacterial activity of the transformation mixtures. Environmental Science & Technology, 47(24): 14128–14136. https://doi.org/10.1021/es403470s
  11. Dhiman N., Jasrotia T., Sharma P., Negi S., Chaudhary S., Kumar R., Mahnashi M.H., Umar A., Kumar R. 2020. Immobilization interaction between xenobiotic and Bjerkandera adusta for the biodegradation of atrazine. Chemosphere, 257: 127060. https://doi.org/10.1016/j.chemosphere.2020.127060
  12. Dinakarkumar Y., Ramakrishnan G., Gujjula K.R., Vasu V., Balamurugan P., Murali G. 2024. Fungal bioremediation: An overview of the mechanisms, applications and future perspectives. Environmental Chemistry and Ecotoxicology, 6: 293–302. https://doi.org/10.1016/j.enceco.2024.07.002
  13. Ding H., Zhang Z., Cao S., Xu Y., Yu J. 2015. Transformation of multi-component ginkgolide into ginkgolide B by Coprinus comatus. BMC Biotechnology, 15(1): 17. https://doi.org/10.1186/s12896-015-0133-0
  14. Du J., Liu Q., Pan Y., Xu S., Li H., Tang J. 2023. The research status, potential hazards and toxicological mechanisms of Fluoroquinolone antibiotics in the environment. Antibiotics, 12(6): 1058. https://doi.org/10.3390/antibiotics12061058
  15. Falandysz J. 2016. Mercury bio-extraction by fungus Coprinus comatus: A possible bioindicator and mycoremediator of polluted soils? Environmental Science and Pollution Research, 23(8): 7444–7451. https://doi.org/10.1007/s11356-015-5971-8
  16. Guyonnet J., Pacaud M., Richard M., Doisi A., Spavone F., Hellings Ph. 1996. Routine determination of flumequine in kidney tissue of pig using automated liquid chromatography. Journal of Chromatography B: Biomedical Sciences and Applications, 679(1–2): 177–184. https://doi.org/10.1016/0378-4347(95)00582-X
  17. Harrison L.I., Schuppan D., Rohlfing S.R., Hansen A.R., Hansen C.S., Funk M.L., Collins S.H., Ober R.E. 1984. Determination of flumequine and a hydroxy metabolite in biological fluids by high-pressure liquid chromatographic, fluorometric, and microbiological methods. Antimicrobial Agents and Chemotherapy, 25(3): 301–305. https://doi.org/10.1128/AAC.25.3.301
  18. Hsu B.Y., Chen C.H., Lu T.J., Pan M.H., Ho C.T., Hwang L.S., Hung W.L. 2021. Bioconversion of ginsenosides in American ginseng extraction residue by fermentation with Ganoderma lucidum improves insulin-like glucose uptake in 3T3-L1 adipocytes. Fermentation, 7(4): 297. https://doi.org/10.3390/fermentation7040297
  19. Huang L., Sun N., Ban L., Wang Y., Yang H. 2019. Ability of different edible fungi to degrade crop straw. AMB Express, 9(1): 4. https://doi.org/10.1186/s13568-018-0731-z
  20. Juarez V., Emami S., Taha A.Y., La Saponara V. 2026. Use of Ganoderma lucidum grown on agricultural waste to remove antibiotics from water. RSC Advances, 16(2): 1499–1508. https://doi.org/10.1039/D5RA06482A
  21. Kang B.R., Kim S.B., Song H.A., Lee T.K. 2019. Accelerating the biodegradation of high-density polyethylene (HDPE) using Bjerkandera adusta TBB-03 and lignocellulose substrates. Microorganisms, 7(9): 304. https://doi.org/10.3390/microorganisms7090304
  22. Korniłłowicz-Kowalska T., Wrzosek M., Ginalska G., Iglik H., Bancerz R. 2006. Identification and application of a new fungal strain Bjerkandera adusta R59 in decolorization of daunomycin wastes. Enzyme and Microbial Technology, 38(5): 583–590. https://doi.org/10.1016/j.enzmictec.2005.10.009
  23. Lv X., Wang H., Wang W. 2025. Agaricus sinodeliciosus and Coprinus comatus improve soil fertility and microbial community structure. Journal of Fungi, 11(12): 866. https://doi.org/10.3390/jof11120866
  24. Ma K., Ruan Z. 2015. Production of a lignocellulolytic enzyme system for simultaneous bio-delignification and saccharification of corn stover employing co-culture of fungi. Bioresource Technology, 175: 586–593. https://doi.org/10.1016/j.biortech.2014.10.161
  25. Mevius D.J., Breukink H.J., Guelen P.J.M., Jansen T., De Grève B. 1990. Pharmacokinetics, metabolism and renal clearance of flumequine in veal calves. Journal of Veterinary Pharmacology and Therapeutics, 13(2): 159–169. https://doi.org/10.1111/j.1365-2885.1990.tb00764.x
  26. Novotný Č., Svobodová K., Kasinath A., Erbanová P. 2004. Biodegradation of synthetic dyes by Irpex lacteus under various growth conditions. International Biodeterioration & Biodegradation, 54(2–3): 215–223. https://doi.org/10.1016/j.ibiod.2004.06.003
  27. Paludo L.C., Peron-Schlosser B., Ramos R.M.B., Monteiro P.I., Gerhardt E.C.M., Chubatsu L.S., Spier M.R. 2025. A sustainable alternative for the food industry: production of α-amylase by Coprinus comatus using agro-industrial by-products. Processes, 13(6): 1815. https://doi.org/10.3390/pr13061815
  28. Parente C.E.T., Brito E.M.S., Azeredo A., Meire R.O., Malm O. 2019. Fluoroquinolone antibiotics and their interactions in agricultural soils — a review. Orbital: The Electronic Journal of Chemistry, 11(1): 42–52. https://doi.org/10.17807/orbital.v11i1.1352
  29. Pietrzak A., Dąbrówka B., Popiół J., Pękala E., Słoczyńska K. 2025. Phase II metabolism in xenobiotic biotransformation: General mechanisms and the underestimated role of microbial systems. Drug Metabolism Reviews, 58(1): 1–25. https://doi.org/10.1080/03602532.2025.2582864
  30. Rieger P.G., Meier H.M., Gerle M., Vogt U., Groth T., Knackmuss H.J. 2002. Xenobiotics in the environment: Present and future strategies to obviate the problem of biological persistence. Journal of Biotechnology, 94(1): 101–123. https://doi.org/10.1016/S0168-1656(01)00422-9
  31. Rodríguez-Couto S. 2017. Industrial and environmental applications of white-rot fungi. Mycosphere, 8(3): 456–466. https://doi.org/10.5943/mycosphere/8/3/7
  32. Rybczyńska-Tkaczyk K., Korniłłowicz-Kowalska T., Szychowski K.A. 2021. Possibility to biotransform anthracyclines by peroxidases produced by Bjerkandera adusta CCBAS 930 with reduction of geno- and cytotoxicity and pro-oxidative activity. Molecules, 26(2): 462. https://doi.org/10.3390/molecules26020462
  33. Sklenar J., Niku-Paavola M.L., Santos S., Man P., Kruus K., Novotny C. 2010. Isolation and characterization of novel pI 4.8 MnP isoenzyme from white-rot fungus Irpex lacteus. Enzyme and Microbial Technology, 46(7): 550–556. https://doi.org/10.1016/j.enzmictec.2010.03.001
  34. Štefanac T., Grgas D., Landeka Dragičević T. 2021. Xenobiotics—division and methods of detection: A review. Journal of Xenobiotics, 11(4): 130–141. https://doi.org/10.3390/jox11040009
  35. Su Y., Xiang Y., Wang S. 2023. Lignin degradation by Coprinus comatus in corn stalk. Industrial Crops and Products, 200: 116906. https://doi.org/10.1016/j.indcrop.2023.116906
  36. Suhara H., Kamei I., Maekawa N., Kondo R. 2011. Biotransformation of polychlorinated dibenzo-p-dioxin by Coprinellus species. Mycoscience, 52(1): 48–52. https://doi.org/10.1007/S10267-010-0062-7
  37. Tadić D., Gramblicka M., Mistrik R., Flores C., Piña B., Bayona J.M. 2020. Elucidating biotransformation pathways of ofloxacin in lettuce (Lactuca sativa L.). Environmental Pollution, 260: 114002. https://doi.org/10.1016/j.envpol.2020.114002
  38. Tavčar M., Svobodová K., Kuplenk J., Novotný Č., Pavko A. 2006. Biodegradation of azo dye RO16 in different reactors by immobilized Irpex lacteus. Acta Chimica Slovenica, 53(3): 338–343.
  39. Valdés M.E., Cortés F.L., Santos L.H., Jaén-Gil A., Rodríguez-Mozaz S., Wunderlin D.A., Monferrán M.V. 2025. Removal, bio­accumulation, and metabolization of the fluoroquinolone flumequine by Potamogeton pusillus L. Journal of Hazardous Materials, 496: 139310. https://doi.org/10.1016/j.jhazmat.2025.139310
  40. Vree T.B., van Ewijk-Beneken Kolmer E.W.J., Nouws J.F.M. 1992. Direct-gradient high-performance liquid chromatographic analysis and preliminary pharmacokinetics of flumequine and flumequine acyl glucuronide in humans: Effect of probenecid. Journal of Chromatography B: Biomedical Sciences and Applications, 579(1): 131–141. https://doi.org/10.1016/0378-4347(92)80371-V
  41. Wang Y., Zhang B., Chen N., Wang C., Feng S., Xu H. 2018. Combined bioremediation of soil co-contaminated with cadmium and endosulfan by Pleurotus eryngii and Coprinus comatus. Journal of Soils and Sediments, 18(6): 2136–2147. https://doi.org/10.1007/s11368-017-1762-9
  42. Williams A.J., Deck J., Freeman J.P., Chiarelli M.P., Adjei M.D., Heinze T.M., Sutherland J.B. 2007. Biotransformation of flumequine by the fungus Cunninghamella elegans. Chemosphere, 67(2): 240–243. https://doi.org/10.1016/j.chemosphere.2006.10.016
  43. Zhang D., Yang Y., Leakey J.E.A., Cerniglia C.E. 1996. Phase I and phase II enzymes produced by Cunninghamella elegans for the metabolism of xenobiotics. FEMS Microbiology Letters, 138(2–3): 221–226. https://doi.org/10.1111/j.1574-6968.1996.tb08161.x
  44. Zhang Z., Wang F., Xu L. 2024. Study on the pilot-scale technology of Ginkgolide B synthesis by Coprinus comatus. Fermentation, 10(11): 579. https://doi.org/10.3390/fermentation10110579