Degradation of the drug sodium diclofenac by Trametes versicolor pellets and identification of some intermediates by NMR

作者:Marco Urrea Ernest; Perez Trujillo Miriam; Cruz Morato Carles; Caminal Gloria*; Vicent Teresa
来源:Journal of Hazardous Materials, 2010, 176(1-3): 836-842.
DOI:10.1016/j.jhazmat.2009.11.112

摘要

Degradation of diclofenac sodium, a nonsteroidal anti-inflammatory drug widely found in the aquatic environment, was assessed using the white-rot fungus Trametes versicolor. Almost complete diclofenac removal (>= 94%) occurred the first hour with T. versicolor pellets when the drug was added at relatively high (10 mg L(-1)) and environmentally relevant low (45 mu g L-1) concentrations in a defined liquid medium. In vivo and in vitro experiments using the cytochrome P450 inhibitor 1-aminobenzotriazole and purified laccase, respectively, suggested at least two different mechanisms employed by T. versicolor to initiate diclofenac degradation. Two hydroxylated metabolites, 4'-hydroxydiclofenac and 5-hydroxydiclofenac, were structurally elucidated by nuclear magnetic resonance as degradation intermediates in fungal cultures spiked with diclofenac. Both parent compound and intermediates disappeared after 24 h leading to a decrease in ecotoxicity calculated by the Microtox test. Laccase-catalyzed transformation of diclofenac led to the formation of 4-(2,6-dichlorophenylamino)-1,3-benzenedimethanol, which was not detected in in vivo experiments probably due to the low laccase activity levels observed through the first hours of incubation.

  • 出版日期2010-4-15