{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,20]],"date-time":"2026-02-20T00:56:53Z","timestamp":1771549013055,"version":"3.50.1"},"reference-count":66,"publisher":"Bioscientifica","issue":"2","content-domain":{"domain":["jme.bioscientifica.com"],"crossmark-restriction":true},"short-container-title":[],"published-print":{"date-parts":[[2018,8]]},"abstract":"<jats:p>Resveratrol (RSV) is a polyphenolic compound with antioxidant, anti-inflammatory and anti-aging properties partly associated with sirtuin 1 (SIRT1)-activation in the skin. However, poor water solubility may limit RSV efficacy. This work aimed to clarify the interest of a new synthetic water-soluble RSV derivative (resveratrol glucoside sulfate, RSV-GS) for topical application. Resveratrol glucoside sulfate was synthesized using microwave-assisted sulfation. Cytotoxicity assays were performed with the keratinocyte HaCaT cell line, using MTT reduction, neutral red uptake, Alamar Blue\/resazurin reduction, trypan blue exclusion and measurement of ATP concentration. Western blotting was used to evaluate SIRT1 protein content. Regarding SIRT1 binding, an<jats:italic>in silico<\/jats:italic>docking study was performed, using AutoDock Vina. Our results showed that the synthetic derivative RSV-GS was 1000 times more soluble in water than RSV and its non-sulfated glucoside. No relevant decrease in HaCaT cell viability was observed for concentrations up to 5\u2009mM for RSV-GS, and up to 500\u2009\u03bcM for resveratrol glucoside, while a significant decrease in HaCaT viability occurred from 100\u2009\u03bcM for RSV. RSV-GS and RSV showed a similar behavior regarding protective effect against oxidative stress-induced cytotoxicity. SIRT1 protein content increased after treatment with 500\u2009\u03bcM of RSV-GS and 100\u2009\u03bcM of RSV. Moreover,<jats:italic>in silico<\/jats:italic>studies predicted that RSV-GS binds more stably to SIRT1 with a lower binding free energy than RSV. Although these results support the possible use of RSV-GS in topical formulations,<jats:italic>in vivo<\/jats:italic>safety and efficacy studies are needed before considering the use of RSV-GS in commercial products.<\/jats:p>","DOI":"10.1530\/jme-18-0031","type":"journal-article","created":{"date-parts":[[2018,3,27]],"date-time":"2018-03-27T16:12:09Z","timestamp":1522167129000},"page":"M27-M39","update-policy":"https:\/\/doi.org\/10.1530\/crossmarkpolicy-6","source":"Crossref","is-referenced-by-count":8,"title":["SULFATION PATHWAYS: Potential benefits of a sulfated resveratrol derivative for topical application"],"prefix":"10.1530","volume":"61","author":[{"given":"Marta","family":"Correia-da-Silva","sequence":"first","affiliation":[{"name":"1Laboratory of Organic and Pharmaceutical Chemistry, Department of Chemical Sciences, Faculty of Pharmacy, University of Porto, Porto, Portugal"},{"name":"2CIIMAR \u2013 Interdisciplinary Centre of Marine and Environmental Research, Matosinhos, Portugal"}]},{"given":"Ver\u00f3nica","family":"Rocha","sequence":"additional","affiliation":[{"name":"3UCIBIO, REQUIMTE, Laboratory of Pharmaceutical Technology, Department of Drug Sciences, Faculty of Pharmacy University of Porto, Porto, Portugal"}]},{"given":"Cl\u00e1udia","family":"Marques","sequence":"additional","affiliation":[{"name":"3UCIBIO, REQUIMTE, Laboratory of Pharmaceutical Technology, Department of Drug Sciences, Faculty of Pharmacy University of Porto, Porto, Portugal"}]},{"given":"Cl\u00e1udia M","family":"Deus","sequence":"additional","affiliation":[{"name":"4CNC \u2013 Center for Neuroscience and Cell Biology, University of Coimbra, UC Biotech Building, Biocant Park, Cantanhede, Portugal"},{"name":"5IIIUC \u2013 Institute for Interdisciplinary Research, University of Coimbra, Coimbra, Portugal"}]},{"given":"Adriana","family":"Marques-Carvalho","sequence":"additional","affiliation":[{"name":"4CNC \u2013 Center for Neuroscience and Cell Biology, University of Coimbra, UC Biotech Building, Biocant Park, Cantanhede, Portugal"}]},{"given":"Paulo J","family":"Oliveira","sequence":"additional","affiliation":[{"name":"4CNC \u2013 Center for Neuroscience and Cell Biology, University of Coimbra, UC Biotech Building, Biocant Park, Cantanhede, Portugal"},{"name":"5IIIUC \u2013 Institute for Interdisciplinary Research, University of Coimbra, Coimbra, Portugal"}]},{"given":"Andreia","family":"Palmeira","sequence":"additional","affiliation":[{"name":"1Laboratory of Organic and Pharmaceutical Chemistry, Department of Chemical Sciences, Faculty of Pharmacy, University of Porto, Porto, Portugal"},{"name":"2CIIMAR \u2013 Interdisciplinary Centre of Marine and Environmental Research, Matosinhos, Portugal"}]},{"given":"Madalena","family":"Pinto","sequence":"additional","affiliation":[{"name":"1Laboratory of Organic and Pharmaceutical Chemistry, Department of Chemical Sciences, Faculty of Pharmacy, University of Porto, Porto, Portugal"},{"name":"2CIIMAR \u2013 Interdisciplinary Centre of Marine and Environmental Research, Matosinhos, Portugal"}]},{"given":"Em\u00edlia","family":"Sousa","sequence":"additional","affiliation":[{"name":"1Laboratory of Organic and Pharmaceutical Chemistry, Department of Chemical Sciences, Faculty of Pharmacy, University of Porto, Porto, Portugal"},{"name":"2CIIMAR \u2013 Interdisciplinary Centre of Marine and Environmental Research, Matosinhos, Portugal"}]},{"given":"Jos\u00e9 Manuel","family":"Sousa Lobo","sequence":"additional","affiliation":[{"name":"3UCIBIO, REQUIMTE, Laboratory of Pharmaceutical Technology, Department of Drug Sciences, Faculty of Pharmacy University of Porto, Porto, Portugal"}]},{"given":"Isabel Filipa","family":"Almeida","sequence":"additional","affiliation":[{"name":"3UCIBIO, REQUIMTE, Laboratory of Pharmaceutical Technology, Department of Drug Sciences, Faculty of Pharmacy University of Porto, Porto, 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