{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,21]],"date-time":"2025-11-21T12:28:37Z","timestamp":1763728117979,"version":"build-2065373602"},"reference-count":80,"publisher":"MDPI AG","issue":"24","license":[{"start":{"date-parts":[[2021,12,15]],"date-time":"2021-12-15T00:00:00Z","timestamp":1639526400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100005357","name":"Slovak Research and Development Agency","doi-asserted-by":"publisher","award":["APVV-18-0188"],"award-info":[{"award-number":["APVV-18-0188"]}],"id":[{"id":"10.13039\/501100005357","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Scientific Grant Agency of the Ministry of Education of Slovak Republic and the Academy of Sciences (VEGA)","award":["2\/0126\/19"],"award-info":[{"award-number":["2\/0126\/19"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Tyrosol (T) and hydroxytyrosol (HOT) and their glycosides are promising candidates for applications in functional food products or in complementary therapy. A series of phenylethanoid glycofuranosides (PEGFs) were synthesized to compare some of their biochemical and biological activities with T and HOT. The optimization of glycosylation promoted by environmentally benign basic zinc carbonate was performed to prepare HOT \u03b1-L-arabino-, \u03b2-D-apio-, and \u03b2-D-ribofuranosides. T and HOT \u03b2-D-fructofuranosides, prepared by enzymatic transfructosylation of T and HOT, were also included in the comparative study. The antioxidant capacity and DNA-protective potential of T, HOT, and PEGFs on plasmid DNA were determined using cell-free assays. The DNA-damaging potential of the studied compounds for human hepatoma HepG2 cells and their DNA-protective potential on HepG2 cells against hydrogen peroxide were evaluated using the comet assay. Experiments revealed a spectrum of different activities of the studied compounds. HOT and HOT \u03b2-D-fructofuranoside appear to be the best-performing scavengers and protectants of plasmid DNA and HepG2 cells. T and T \u03b2-D-fructofuranoside display almost zero or low scavenging\/antioxidant activity and protective effects on plasmid DNA or HepG2 cells. The results imply that especially HOT \u03b2-D-fructofuranoside and \u03b2-D-apiofuranoside could be considered as prospective molecules for the subsequent design of supplements with potential in food and health protection.<\/jats:p>","DOI":"10.3390\/molecules26247607","type":"journal-article","created":{"date-parts":[[2021,12,15]],"date-time":"2021-12-15T21:47:36Z","timestamp":1639604856000},"page":"7607","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Synthesis of Tyrosol and Hydroxytyrosol Glycofuranosides and Their Biochemical and Biological Activities in Cell-Free and Cellular Assays"],"prefix":"10.3390","volume":"26","author":[{"given":"Peter","family":"Kis","sequence":"first","affiliation":[{"name":"Institute of Chemistry, Slovak Academy of Sciences, 845 38 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eva","family":"Horv\u00e1thov\u00e1","sequence":"additional","affiliation":[{"name":"Cancer Research Institute, Biomedical Research Center, Slovak Academy of Sciences, 845 05 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eli\u0161ka","family":"G\u00e1lov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Genetics, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2912-5184","authenticated-orcid":false,"given":"Andrea","family":"\u0160ev\u010dovi\u010dov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Genetics, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Veronika","family":"Antalov\u00e1","sequence":"additional","affiliation":[{"name":"Department of Genetics, Faculty of Natural Sciences, Comenius University, 842 15 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Elena","family":"Karni\u0161ov\u00e1 Potock\u00e1","sequence":"additional","affiliation":[{"name":"Institute of Chemistry, Slovak Academy of Sciences, 845 38 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vladim\u00edr","family":"Mastihuba","sequence":"additional","affiliation":[{"name":"Institute of Chemistry, Slovak Academy of Sciences, 845 38 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3033-811X","authenticated-orcid":false,"given":"M\u00e1ria","family":"Mastihubov\u00e1","sequence":"additional","affiliation":[{"name":"Institute of Chemistry, Slovak Academy of Sciences, 845 38 Bratislava, Slovakia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,12,15]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"226","DOI":"10.1038\/s41398-019-0552-0","article-title":"The effects of plant-based diets on the body and the brain: A systematic review","volume":"9","author":"Medawar","year":"2019","journal-title":"Transl. 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