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Application of In situ TR Spectroelectrochemical Techniques in Determination of Redox Mechanism of Bioactive Compounds
Sokolová, Romana ; Jiroušková, Eliška ; Degano, I. ; Wantulok, J. ; Nycz, J.
The electron transfer reactions play an important role in many natural processes. Reactions such as \ndissociation, protonation, and reactions with water and other small molecules often occur in \nbiotransformation. The reaction schemes involving these chemical reactions coupled to the \nelectron transfer can be determined by cyclic voltammetry. Additionally, in \nsitu spectroelectrochemistry can efficiently contribute to the determination of oxidation or \nreduction mechanism. This technique provides information about the electroactive chromophore during \nthe redox process allowing to identification the first reaction intermediates. The final reaction \nproducts were identified by chromatographic techniques. This study represents a key role of TR \nspectroelectrochemistry in the determination of reaction intermediates in the case of \n1,10- phenanthroline derivative substituted by bioactive phenothiazine unit and \ndrug 3- fluorophenmetrazine (2-(3-fluorophenyl)-3-methylmorpholine, 3-FPM). Co pound 3-FPM\nhave recently appeared as the new psychoactive substance in the drug market.\n
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Electrochemical properties of synthetic drugs 3-fluorophenmetrazine and 4-methylpentedrone
Jiroušková, Eliška ; Schwarzová, Karolina (advisor) ; Dejmková, Hana (referee)
The aim of this Thesis was to clarify electrochemical properties of two new psychoactive substances. These substances are an alternative to classical drugs because they are not controlled by current legislation. It is important to determine the metabolites of these substances to be able to detect them in organism. Their electrochemical properties could explain the process of the first phase of biotransformation in human organism. Two synthetic stimulants were studied - 3-fluorophenmetrazine and 4-methylpentedrone, used as substitutes for cocaine or ecstasy. The purity of substances was controlled by HPLC with UV/Vis diode array detector and the stability was verified by UV/Vis spectrophotometry. Electrochemical properties were studied in phosphate buffer using cyclic voltammetry. For both substances was calculated theoretical HOMO and LUMO spatial distribution. This information was important to estimate parts of molecules, that can be reduced or oxidised. The analytical method was developed on glassy carbon electrode using differential pulse voltammetry. Substance 3-fluorophenmetrazine was determined in phosphate buffer pH 9,0 with limit of detection of 5,1 µmol l-1 . The linear range of calibration curve is from 7,0 to 107,0 µmol/l, R = 0,9988. 4-methylpentedrone was determined in phosphate...
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