Trihydroxycinnamic derivatives were synthesized and evaluated for their antioxidant and cytotoxic activities. The ester derivatives exhibited a higher radical-scavenging activity, when liposomes were used as target systems, a fact which may be related to their lipophilicity and conformational preferences. These compounds were found to display significant growth inhibition and cytotoxic effects towards a human cervix adenocarcinoma cell line (HeLa). The partition coefficients presently obtained for the trihydroxycinnamic derivatives correlate well both with their structural characteristics and with their antioxidant/cytotoxic activities. A positive structure-activity-property relationship between cytotoxic and antioxidant activities, which is intrinsically related with physico-chemical and conformational properties, is anticipated, as a noteworthy study that must be done for phenolic systems. As damage events are frequently correlated with oxidative stress, the prevalence of both properties in a single compound could be beneficial in terms of rationale preventive or therapeutic purposes.
The oxidative behavior of viloxazine was studied at a glassy carbon electrode in different buffer systems using cyclic, differential pulse and square-wave voltammetry. The oxidation process was shown to be diffusion-controlled and irreversible over the studied pH. The voltammetric study of the model compounds, 2-ethoxyanisole and morpholine, associated with quantum mechanical (DFT) calculations, allowed to elucidate the oxidation mechanism of viloxazine. An analytical method was developed for the quantification of viloxazine using an acetate pH 5 buffer solution as a supporting electrolyte. A linear response was obtained in the range 7 to 45 mM, with a detection limit of 0.8 mM.Validation parameters such as sensitivity, precision and accuracy were evaluated. The proposed method was successfully applied to the determination of viloxazine in pharmaceutical formulations and in human serum. The results were statistically compared with those obtained through an established high-performance liquid chromatography technique, no significant differences having been found between the two methods.
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