Spectro-electrochemical and DFT study of tenoxicam metabolites formed by electrochemical oxidation

被引:6
作者
Ramirez-Silva, M. T. [1 ]
Guzman-Hernandez, D. S. [1 ]
Galano, A. [1 ]
Rojas-Hernandez, A. [1 ]
Corona-Avendano, S. [2 ]
Romero-Romo, M. [2 ]
Palomar-Pardave, M. [2 ]
机构
[1] Univ Autonoma Metropolitana Iztapalapa, Dept Quim, Mexico City 09340, DF, Mexico
[2] Univ Autonoma Metropolitana Azcapotzalco, Dept Mat, Mexico City 02200, DF, Mexico
关键词
Tenoxicam; Oxidation products; Electrochemistry; UV-vis spectra; DFT; Chromatography; ALPHA-1-PROTEINASE INHIBITOR; LEUKOCYTE PEROXIDASES; INVOLVEMENT; PIROXICAM;
D O I
10.1016/j.electacta.2013.07.191
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
From experimental (spectro-electrochemical) and theoretical (DFT) studies, the mechanisms of tenoxicam deprotonation and electrochemical oxidation were assessed. From these studies, new insights on the nature of the ampholitic species involved during tenoxicam's deprotonation in aqueous solution are presented; see scheme A. Moreover, it is shown that, after the analysis of two different reaction schemes that involve up to 10 different molecules and 12 reaction paths, the electrochemical oxidation of tenoxicam, yields two non-electroactive products that are predominately formed by its fragmentation, after the loss of two electrons. The nature of these fragments was further confirmed by a chromatography study. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:314 / 323
页数:10
相关论文
共 50 条
[21]   Electrochemical and DFT study of an anticancer and active anthelmintic drug at carbon nanostructured modified electrode [J].
Ghalkhani, Masoumeh ;
Beheshtian, Javad ;
Salehi, Maryam .
MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2016, 69 :1345-1353
[22]   A DFT study of CO2 electrochemical reduction on Pb(211) and Sn(112) [J].
Cui, Chaonan ;
Wang, Hua ;
Zhu, Xinli ;
Han, Jinyu ;
Ge, Qingfeng .
SCIENCE CHINA-CHEMISTRY, 2015, 58 (04) :607-613
[23]   A DFT study of CO2 electrochemical reduction on Pb(211) and Sn(112) [J].
Chaonan Cui ;
Hua Wang ;
Xinli Zhu ;
Jinyu Han ;
Qingfeng Ge .
Science China Chemistry, 2015, 58 :607-613
[24]   Electrochemical and structural characterization of a radical cation formed by one-electron oxidation of a cymantrene complex containing an N-heterocyclic carbene ligand [J].
Wu, Kan ;
Conger, Matthew A. ;
Waterman, Rory ;
Liptak, Matthew ;
Geiger, William E. .
POLYHEDRON, 2019, 157 (442-448) :442-448
[25]   AN ELECTROCHEMICAL STUDY OF THE PASSIVE FILM FORMED ON NI-CR(80/20) COATING [J].
METIKOSHUKOVIC, M ;
OMANOVIC, S ;
BABIC, R ;
MILOSEV, I .
BERICHTE DER BUNSEN-GESELLSCHAFT-PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 1994, 98 (10) :1243-1249
[26]   Donor-Acceptor Dyads and Triads Employing Core-Substituted Naphthalene Diimides: A Synthetic and Spectro (Electrochemical) Study [J].
Quinn, Samuel ;
Davies, E. Stephen ;
Pearce, Nicholas ;
Rosenberg, Callum ;
Pfeiffer, Constance R. R. ;
Orton, Georgia R. F. ;
Champness, Neil R. R. .
MOLECULES, 2022, 27 (24)
[27]   Electrochemical Oxidation of UV Filters: A First-Principles Molecular Dynamics Study [J].
Alvarez, Luis ;
Frank, Irmgard .
CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (71)
[28]   CO as a Probe Molecule to Study Surface Adsorbates during Electrochemical Oxidation of Propene [J].
Winiwarter, Anna ;
Boyd, Michael J. ;
Scott, Soren B. ;
Higgins, Drew C. ;
Seger, Brian ;
Chorkendorff, Ib ;
Jaramillo, Thomas F. .
CHEMELECTROCHEM, 2021, 8 (01) :250-256
[29]   Density functional theory study of furfural electrochemical oxidation on the Pt (111) surface [J].
Gong, Li ;
Agrawal, Naveen ;
Roman, Alex ;
Holewinski, Adam ;
Janik, Michael J. .
JOURNAL OF CATALYSIS, 2019, 373 :322-335
[30]   The First Stages of Chemical and Electrochemical Aniline Oxidation-Spectroscopic Comparative Study [J].
Moravkova, Zuzana ;
Sedenkova, Ivana ;
Bober, Patrycja .
APPLIED SCIENCES-BASEL, 2020, 10 (06)