Oxidation of diclofenac catalyzed by manganese porphyrins: synthesis of novel diclofenac derivatives
authors Neves, CMB; Simoes, MMQ; Domingues, MRM; Santos, ICMS; Neves, MGPMS; Paz, FAA; Silva, AMS; Cavaleiro, JAS
nationality International
journal RSC ADVANCES
keywords AOT REVERSE MICELLES; HYDROGEN-PEROXIDE; CARBOXYLIC-ACIDS; DRUG-METABOLISM; METALLOPORPHYRIN CATALYSTS; EPOXIDATION REACTIONS; BIOMIMETIC OXIDATION; MN(III) PORPHYRINS; MASS-SPECTROMETRY; SODIUM PERIODATE
abstract The oxidation of drugs using metalloporphyrins has been the subject of several studies in recent years. Diclofenac, one of the most frequently used anti-inflammatory drugs, is metabolized in humans by cytochrome P450 (CYP) enzymes to hydroxy-derivatives and to some metabolites resulting from oxidative decarboxylation. In this paper, the in vitro formation of several new diclofenac derivatives, initially resulting from oxidative decarboxylation, similar to what happens in vivo, is revealed. Chloro [5,10,15,20-tetrakis(2,6-dichlorophenyl) porphyrinato] manganese(III), [Mn(TDCPP) Cl], and chloro [5,10,15,20-tetrakis(pentafluorophenyl) porphyrinato] manganese(III), [Mn(TPFPP) Cl], are tested in the presence of hydrogen peroxide at room temperature. The new products obtained are fully characterized, three of them being characterized in the solid state using X-ray diffraction studies.
publisher ROYAL SOC CHEMISTRY
issn 2046-2069
year published 2012
volume 2
issue 19
beginning page 7427
ending page 7438
digital object identifier (doi) 10.1039/c2ra20801f
web of science category Chemistry, Multidisciplinary
subject category Chemistry
unique article identifier WOS:000307185300016
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journal analysis (jcr 2019):
journal impact factor 3.119
5 year journal impact factor 3.098
category normalized journal impact factor percentile 59.04
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