1. The effects of various potential inhibitors, activators and inducers on the N-oxidation of isomeric aromatic diazines (pyrazine, pyrimidine and pyridazine) by rabbit liver microsomes have been studied. 2. 2,4-Dichloro-6-phenylphenoxyethylamine (DPEA), SKF 525-A and N-octylamine decreased N-oxide formation at 10(-4) M concentrations. 3. Methimazole and carbon monoxide inhibited the N-oxidation of all three substrates studied. 4. The inhibitory effects were generally exaggerated when hepatic microsomal preparations from phenobarbitone-pretreated animals were used as enzyme source. 5. When phenobarbitone or pyridine were used as inducing agents, the N-oxidation of isomeric aromatic diazines showed considerable induction, whereas beta-naphthoflavone and Arochlor 1254 pretreatment had much weaker effects. 6. It is suggested that P4502E1 and/or 2B are the major subfamilies of P450 involved in the N-oxidation of isomeric diazines.
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http://dx.doi.org/10.3109/00498259609046684 | DOI Listing |
J Hazard Mater
April 2024
Department of Environmental Science, Aarhus University, Frederiksborgvej 399, Roskilde 4000, Denmark. Electronic address:
Feast-famine (FF) regimes improved the removal of recalcitrant pharmaceuticals in moving bed biofilm reactors (MBBRs), but the optimal FF cycle remained unresolved. The effects of FF cycle time on the removal of bulk substrates (organic carbon and nitrogen) and trace pharmaceuticals by MBBR are systematically evaluated in this study. The feast to famine ratio was fixed to 1:2 to keep the same loading rate, but the time for the FF cycles varied from 18 h to 288 h.
View Article and Find Full Text PDFWater Res
March 2024
Department of Environmental Science, Aarhus University, Frederiksborgvej 399, Roskilde 4000, Denmark. Electronic address:
Citalopram (CIT) is one of the most consumed antidepressants and frequently detected in aquatic environments worldwide. Conventional wastewater treatment cannot remove this neuronal active pharmaceutical efficiently. Past studies showed that moving bed biofilm reactors (MBBRs) can degrade CIT but the exact transformation pathways and toxicity reduction remained unclear.
View Article and Find Full Text PDFJ Org Chem
September 2023
Department of Chemistry, Yale University, 225 Prospect Street, New Haven, Connecticut 06520-8107, United States.
During studies of atroposelective, peptide-catalyzed -oxidations of pyridines, we observed lower-than-expected barriers to atropisomerization for these stereodynamic processes under the reaction conditions. Mechanistic studies indicate a hydrogen bond-assisted racemization mechanism intrinsic to both the starting materials and products. We also identified a protonation-dependent barrier to rotation that operates for the starting materials alone.
View Article and Find Full Text PDFMagn Reson Chem
December 2022
Département de Recherche et Développement Pharmaceutique (DRDP), AP-HP, Agence Générale des Equipements et produits de Santé (AGEPS), Paris, France.
Codeine N-oxide 2 is an active metabolite of codeine obtained by oxidation and observed as a degradant in codeine drug products such as syrups. Oxidation of codeine's N-methyl function can deliver two regio-isomers due to chirality of the tetra-substituted nitrogen. Hydrogen peroxide oxidation of codeine was performed and induced two different isomers in a 9:1 ratio; these isomers were isolated using preparative high performance liquid chromatography (HPLC) and fully characterized by nuclear magnetic resonance (NMR) techniques.
View Article and Find Full Text PDFJ Am Chem Soc
June 2021
Department of Chemistry, Yale University, New Haven, Connecticut 06520-8107, United States.
With unique chemical and biological activity, sulfoximines have attracted enormous attention in the past decades, whereas limited reports exist for their synthesis via asymmetric catalysis. We report the synthesis of chiral sulfoximines through the desymmetrizing -oxidation of pyridyl sulfoximines using an aspartic acid-containing peptide catalyst. Various mono- and bis-pyridyl sulfoximine oxides are obtained with up to 99:1 er.
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