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Chemoenzymatic Synthesis and Radical Scavenging of Sulfated Hydroxytyrosol, Tyrosol, and Acetylated Derivatives
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SYSNO ASEP 0507895 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Chemoenzymatic Synthesis and Radical Scavenging of Sulfated Hydroxytyrosol, Tyrosol, and Acetylated Derivatives Author(s) Begines, P. (ES)
Biedermann, David (MBU-M) RID, ORCID
Valentová, Kateřina (MBU-M) RID, ORCID
Petrásková, Lucie (MBU-M) ORCID
Pelantová, Helena (MBU-M) ORCID, RID
Maya, I. (ES)
Fernandez-Bolanos, J.G. (ES)
Křen, Vladimír (MBU-M) RID, ORCIDSource Title Journal of Agricultural and Food Chemistry. - : American Chemical Society - ISSN 0021-8561
Roč. 67, č. 26 (2019), s. 7281-7288Number of pages 8 s. Language eng - English Country US - United States Keywords olive phenols ; arylsulfotransferase ; hydroxytyrosol Subject RIV CE - Biochemistry OECD category Biochemistry and molecular biology R&D Projects GA18-00121S GA ČR - Czech Science Foundation (CSF) GA19-00043S GA ČR - Czech Science Foundation (CSF) Method of publishing Limited access Institutional support MBU-M - RVO:61388971 UT WOS 000474669600009 EID SCOPUS 85069265451 DOI 10.1021/acs.jafc.9b01065 Annotation Potential metabolites of bioactive compounds are important for their biological activities and as authentic standards for metabolic studies. The phenolic compounds contained in olive oil are an important part of the human diet, and therefore their potential metabolites are of utmost interest. We developed a convenient, scalable, one-pot chemoenzymatic method using the arylsulfotransferase from Desulfitobacterium hafniense for the sulfation of the natural olive oil phenols tyrosol, hydroxytyrosol, and of their monoacetylated derivatives. Respective monosulfated (tentative) metabolites were fully structurally characterized using LC-MS, NMR, and HRMS. In addition, Folin-Ciocalteu reduction, 1,1-diphenyl-2-picrylhydrazyl radical scavenging, and antilipoperoxidant activity in rat liver microsomes damaged by tert-butylhydroperoxide were measured and compared to the parent compounds. As expected, the sulfation diminished the radical scavenging properties of the prepared compounds. These compounds will serve as authentic standards of phase II metabolites. Workplace Institute of Microbiology Contact Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Year of Publishing 2020 Electronic address https://pubs.acs.org/doi/10.1021/acs.jafc.9b01065
Number of the records: 1