A comprehensive electrochemical study on anti-tuberculosis drug rifampicin. Investigating reactions of rifampicin-quinone with other anti-tuberculosis drugs, isoniazid, pyrazinamide and ethambutol
“…The forward current corresponds to the oxidation of PTZ to PTZ ox and the reverse current corresponds to the reduction of PTZ ox to PTZ . In this method, the theoretical current ratio for a reversible system at 2 τ and τ ( I r (2τ) / I f (τ) ) is 0.293 32 , 34 – 36 . Figure 5 Double potential step chronoamperograms of 1.0 mM PTZ : ( a ) in the absence, ( b ) in the presence of 1.0 mM BSA .…”
In this work, the electrochemical generation of phenothiazin-5-ium (PTZox) from the direct oxidation of phenothiazine (PTZ) in a water/acetonitrile mixture using a commercial carbon anode and conventional stainless steel cathode is reported. PTZox is a reactive intermediate with high potential synthetic applications, which is used in this paper for the synthesis of new phenothiazine derivatives. In this work a novel and simple electrochemical methodology for the synthesis of some bis(phenylsulfonyl)-10H-phenothiazine derivatives was established. In this paper, a mechanism for PTZ oxidation in the presence of arylsulfinic acids has been proposed based on the results obtained from voltammetric and coulometric experiments as well as spectroscopic data of the products. These syntheses are performed in a simple cell by applying constant current under mild conditions and at room temperature with high atom economy.
“…The forward current corresponds to the oxidation of PTZ to PTZ ox and the reverse current corresponds to the reduction of PTZ ox to PTZ . In this method, the theoretical current ratio for a reversible system at 2 τ and τ ( I r (2τ) / I f (τ) ) is 0.293 32 , 34 – 36 . Figure 5 Double potential step chronoamperograms of 1.0 mM PTZ : ( a ) in the absence, ( b ) in the presence of 1.0 mM BSA .…”
In this work, the electrochemical generation of phenothiazin-5-ium (PTZox) from the direct oxidation of phenothiazine (PTZ) in a water/acetonitrile mixture using a commercial carbon anode and conventional stainless steel cathode is reported. PTZox is a reactive intermediate with high potential synthetic applications, which is used in this paper for the synthesis of new phenothiazine derivatives. In this work a novel and simple electrochemical methodology for the synthesis of some bis(phenylsulfonyl)-10H-phenothiazine derivatives was established. In this paper, a mechanism for PTZ oxidation in the presence of arylsulfinic acids has been proposed based on the results obtained from voltammetric and coulometric experiments as well as spectroscopic data of the products. These syntheses are performed in a simple cell by applying constant current under mild conditions and at room temperature with high atom economy.
“…1, part I, curve a) which are related to the oxidation of RIF to RIF-Q and vice versa. 25 Part I, curve b shows the voltammogram of 1.0 mM RIF in the presence of 1.0 mM VC. As can be seen, both the anodic and cathodic peak currents are perturbed in such a way that the anodic peak current increases and the cathodic peak current decreases.…”
In order to discover more information about the toxic metabolites formed from the oxidation of rifampicin and acetaminophen in the body, the electrochemical oxidation of these drugs together and also in the presence of vitamin C was studied. This work has led to strong evidence of a catalytic reaction between vitamin C and the oxidized form of rifampicin. Also, contrary to the published reports, the results of this study have discovered another catalytic reaction between oxidized acetaminophen and rifampicin. The results of this study can be used to prevent the toxic effects of rifampicin and acetaminophen and/or prevent the poor bioavailability of these drugs.
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