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Substituent effect of ring-substituted 3-hydroxynaphthalene-2-carboxanilides and 2-hydroxynaphthalene-1-carboxanilides in relation to their electrochemical and biological activity
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SYSNO ASEP 0546621 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Substituent effect of ring-substituted 3-hydroxynaphthalene-2-carboxanilides and 2-hydroxynaphthalene-1-carboxanilides in relation to their electrochemical and biological activity Author(s) Gajdar, J. (CZ)
Kos, J. (CZ)
Gonec, T. (CZ)
Brázdová, Marie (BFU-R) RID, ORCID
Soldanová, Zuzana (BFU-R) ORCID
Fojta, Miroslav (BFU-R) RID, ORCID
Jampílek, J. (SK)
Barek, J. (CZ)
Fischer, J. (CZ)Number of authors 9 Article number 115667 Source Title Journal of Electroanalytical Chemistry. - : Elsevier - ISSN 1572-6657
Roč. 899, OCT 15 2021 (2021)Number of pages 8 s. Publication form Online - E Language eng - English Country CH - Switzerland Keywords herbicidal activity ; antioxidant activity ; antimycobacterial ; antibacterial ; agents Subject RIV CG - Electrochemistry OECD category Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis) Method of publishing Limited access Institutional support BFU-R - RVO:68081707 UT WOS 000702520400003 EID SCOPUS 85115117305 DOI 10.1016/j.jelechem.2021.115667 Annotation Two groups of novel anti-infective agents, 3-hydroxynaphthalene-2-carboxanilides and 2-hydroxynaphthalene-1-carboxanilides, were studied by voltammetric techniques at the glassy carbon electrode in aqueous media. Oxidation of hydroxyl group was observed for all forty-four studied compounds, all of them differentiated by a position and a substituent on the benzene moiety. A shift of the oxidation potential was observed for all cases based on electron-donating or electron-withdrawing properties of substituents. These shifts were successfully correlated with Hammett sigma substituent constants for meta- and para- substituted compounds. The observed differences in electrochemical behaviour (a shift of the oxidation potential of the unsubstituted compound, and the changes in the value of the reaction constant rho) between the two studied groups were highlighted and discussed. In addition, an attempt was made to correlate the electrochemical behaviour with the previously obtained in vitro anti-infective (antibacterial, antimycobacterial, antiprotozoal) activities and herbicidal activity. Due to the moderate activity only limited conclusions could be made. However, good relationships were observed between the oxidation potential and antitrypanosomal activities. Workplace Institute of Biophysics Contact Jana Poláková, polakova@ibp.cz, Tel.: 541 517 244 Year of Publishing 2022 Electronic address https://www.sciencedirect.com/science/article/pii/S1572665721006937?via%3Dihub
Number of the records: 1