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The anti-tyrosinase and anti-lipid peroxidation activities of the synthesized compounds were investigated. Coumarin derivatives <jats:bold>7<\/jats:bold>,<jats:bold>9<\/jats:bold>, <jats:bold>11<\/jats:bold>\u2013<jats:bold>13<\/jats:bold>, <jats:bold>15<\/jats:bold>\u2013<jats:bold>18<\/jats:bold> showed strong anti-lipid peroxidation activity. Compound <jats:bold>13<\/jats:bold> exhibited uncompetitive tyrosinase inhibitory activity with an IC<jats:sub>50<\/jats:sub> value of 68.86\u00a0\u00b5M. Compound <jats:bold>14<\/jats:bold> (% activity\u2009=\u2009123.41) showed stronger tyrosinase activating activity than 8-methoxypsolaren (8-MOP, % activity\u2009=\u2009109.46). In silico studies revealed different poses between the inhibitors and activators near the tyrosinase catalytic site. Compounds <jats:bold>13<\/jats:bold> (25\u201350\u00a0\u03bcM) and <jats:bold>14<\/jats:bold> (25\u2013100\u00a0\u03bcM) did not show cytotoxicity against B16F10 cells. In contrast to the tyrosinase inhibition assay, compound <jats:bold>13<\/jats:bold> (50\u00a0\u03bcM) suppressed melanogenesis in B16F10 cells with two times higher potency than KA (100\u00a0\u03bcM). Compound <jats:bold>14<\/jats:bold> at 100\u00a0\u03bcM showed melanogenesis enhancement in B16F10 cells in a dose-dependent manner, however, inferior to the 8-MOP. Based on the findings, compound <jats:bold>13<\/jats:bold> and <jats:bold>14<\/jats:bold> offer potential for development as skin-lightening agents and vitiligo therapy agents, respectively.<\/jats:p>","DOI":"10.1038\/s41598-024-54665-x","type":"journal-article","created":{"date-parts":[[2024,3,6]],"date-time":"2024-03-06T12:01:45Z","timestamp":1709726505000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Synthesis and evaluation of coumarin derivatives on antioxidative, tyrosinase inhibitory activities, melanogenesis, and in silico investigations"],"prefix":"10.1038","volume":"14","author":[{"given":"Kasemsiri","family":"Chandarajoti","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiraporn","family":"Kara","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Paptawan","family":"Suwanhom","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Teerapat","family":"Nualnoi","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jindaporn","family":"Puripattanavong","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Vannajan Sanghiran","family":"Lee","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Varomyalin","family":"Tipmanee","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Luelak","family":"Lomlim","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2024,3,6]]},"reference":[{"key":"54665_CR1","doi-asserted-by":"publisher","first-page":"210","DOI":"10.1111\/j.1468-2494.2010.00616.x","volume":"33","author":"JM Gillbro","year":"2011","unstructured":"Gillbro, J. 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