Dominique Deprez

Reaction of inflammation inhibitors with chemically and electrochemically generated hydroxyl radicals

Hydroxyl radicals were generated by chemical or electrochemical Fenton reactions and reacted with inflammation inhibitors. Similar reactivities are observed with all the drugs under examination. The hydroxylation of Ketoprofen leads to the known metabolites.

Poly(pyrrole-manganese porphyrin): A catalytic electrode material as a model system for olefin epoxidation and drug metabolism with molecular oxygen

Abstract The oxidative electropolymerization of three pyrrole-substituted manganese tetraphenylporphyrins can be used to coat Pt or C electrodes with polymeric films able to catalyse the epoxidation of cyclo-octene and stilbene with molecular oxygen. Cross-linked polymers prepared from monomers containing two or three pyrrole groups, and thus having a better polymerizability, present a lower activity than the polymeric films synthesized from the monomer containing only one pyrrole moiety. Confinement of the catalyst on the electrode surface markedly improves its stability compared with that of homogeneous electrocatalytic systems. This catalytic electrode material has been successfully applied to the preparation of oxidized metabolites of a drug.

Hydroxylation of aromatic drugs by the electro-Fenton method. Formation and identification of the metabolites of Riluzole

The electro-Fenton method permits hydroxyl radicals to be produced by simultaneous electrochemical reduction of dioxygen and ferric ions. These hydroxyl radicals react with the neuroprotective drug Riluzole to give four identified hydroxylated compounds. These hydroxyl compounds are identical to the natural metabolites, the electrochemical behaviour of which is investigated. The electrochemically assisted Fenton reaction could therefore provide a convenient method for obtaining metabolites of aromatic drugs.

Direct access to 2-debenzoyl taxoids by electrochemistry, synthesis of 2-modified docetaxel analogs

Abstract A new route to semisynthetic 2-modified docetaxel analogs is described using electrochemical cleavage of the 2-benzoate as the key reaction. Subsequent reacylation at C-2 followed by sequential deprotections afforded the title analogs. Biological results of selected 2-docetaxel analogs are presented.

The electrochemical oxidation of Riluzole, a neuroprotective drug: comparison with the reaction with oxygen derived radicals

The electrochemical oxidation of Riluzole, a neuroprotective drug, is investigated. It leads to the formation of an azo dimer through a short lived radical cation. The same dimer is obtained by reaction with dioxygen in the presence of copper or in the presence of superoxide ion. The reaction with electrochemically generated hydroxyl radicals provides two hydroxylated derivatives which have been previously identified as metabolites of Riluzole.

Reduction electrochimique de la fonction amide d'un compose antitumoral, l'echinosporine

Abstract The electrochemical reduction of the amide group of echinosporine on mercury leads to the corresponding alcohol or aldehyde according to the operative conditions, with no hydrolysis of the lactone function.