resumo
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.
palavras-chave
AOT REVERSE MICELLES; HYDROGEN-PEROXIDE; CARBOXYLIC-ACIDS; DRUG-METABOLISM; METALLOPORPHYRIN CATALYSTS; EPOXIDATION REACTIONS; BIOMIMETIC OXIDATION; MN(III) PORPHYRINS; MASS-SPECTROMETRY; SODIUM PERIODATE
categoria
Chemistry
autores
Neves, CMB; Simoes, MMQ; Domingues, MRM; Santos, ICMS; Neves, MGPMS; Paz, FAA; Silva, AMS; Cavaleiro, JAS
nossos autores
Filipe Alexandre Almeida Paz
Investigador Principal
Isabel Cristina Maia da Silva Santos Vieira
Investigador Júnioragradecimentos
Thanks are due to Fundacao para a Ciencia e a Tecnologia (FCT/FEDER) for funding QOPNA (Project PEst-C/QUI/UI0062/2011) and CICECO (Project PEst-C/CTM/LA0011/2011) and for specific funding towards the purchase of the single-crystal X-ray diffractometer. Authors also acknowledge the Portuguese National NMR Network supported with funds from FCT.