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Diferulate: A highly effective electron donor
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SYSNO ASEP 0524441 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Diferulate: A highly effective electron donor Author(s) Vacek, J. (CZ)
Zatloukalová, M. (CZ)
Vrba, J. (CZ)
De Vleeschouwer, F. (BE)
de Proft, F. (BE)
Obluková, Michaela (UFCH-W)
Sokolová, Romana (UFCH-W) RID, ORCID, SAI
Pospíšil, Jiří (UEB-Q) ORCID, RID, SAIArticle number 113950 Source Title Journal of Electroanalytical Chemistry. - : Elsevier - ISSN 1572-6657
Roč. 865, JUL 2020 (2020)Number of pages 7 s. Language eng - English Country CH - Switzerland Keywords Lignan electrochemistry ; Diferulic acid ; Phenylpropanoids Subject RIV CG - Electrochemistry OECD category Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis) Subject RIV - cooperation Institute of Experimental Botany - Electrochemistry R&D Projects LO1304 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) LO1204 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) EF16_019/0000738 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) Method of publishing Limited access Institutional support UFCH-W - RVO:61388955 ; UEB-Q - RVO:61389030 UT WOS 000541932100001 EID SCOPUS 85084814054 DOI 10.1016/j.jelechem.2020.113950 Annotation The screening of new molecules with high electron-donor properties is important for the design of new bioactive and technologically applicable substances. Here we propose diferulate (1), (Z)-2-(5-((E)-2-carboxyvinyl)-2-hydroxy-3-methoxyphenyl)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid, to be an efficient electron donor which undergoes anodic conversion in aqueous media (pH 7) at around +0.15 V, vs. Ag|AgCl|3 M KCl. The low potential of oxidation of 1 indicates its high electron-donor capacity, which was documented by DPPH and ABTS radical scavenging and anti-lipoperoxidation activity analyses and also supported by in silico approaches. The results showed that compound 1, unlike ferulic acid 2 and the P1 benzofuranone synthetic precursor of 1, exhibits unique antiradical and antioxidant properties compared to trolox 3, which served as the positive control. No cytotoxic effects were observed for 1 in the 1–50 μM range. We conclude that the proposed structure 1 can be used for the further design of molecules whose biological (chemoprotective) activity is associated with high electron-donor properties. Workplace J. Heyrovsky Institute of Physical Chemistry Contact Michaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196 Year of Publishing 2021 Electronic address http://hdl.handle.net/11104/0308802
Number of the records: 1