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In the present article, 12 small molecules of 2\u2010benzylidenehydrazine\u20101\u2010carbothioamide were designed, synthesized and evaluated for their anti\u2010tyrosinase activities followed by molecular docking and pharmacophore\u2010based screening. Among synthesized thiosemicarbazone derivatives, one compound, (2<jats:italic>E<\/jats:italic>)\u20102\u2010[(4\u2010nitrophenyl)methylidene]hydrazine\u20101\u2010carbothioamide, is the strongest inhibitor of mushroom tyrosinase with IC<jats:sub>50<\/jats:sub> of 0.05\u2005\u03bcM which demonstrated a 128\u2010fold increase in potency compared to the positive control. Kinetic studies also revealed mix type inhibition by this compound. Docking studies confirmed the complete fitting of the synthesized compounds into the tyrosinase active site. The results underline the potential of 2\u2010benzylidenehydrazine\u20101\u2010carbothioamides as potent pharmacophore to extend the tyrosinase inhibition in drug discovery.<\/jats:p>","DOI":"10.1002\/cbdv.202000285","type":"journal-article","created":{"date-parts":[[2020,6,1]],"date-time":"2020-06-01T12:13:52Z","timestamp":1591013632000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":29,"title":["A Series of Benzylidenes Linked to Hydrazine\u20101\u2010carbothioamide as Tyrosinase Inhibitors: Synthesis, Biological Evaluation and Structure\u2212Activity Relationship"],"prefix":"10.1002","volume":"17","author":[{"given":"Hona","family":"Hosseinpoor","sequence":"first","affiliation":[{"name":"Medicinal and Natural Products Chemistry Research Center Shiraz University of Medical Sciences  71348 Shiraz Iran"},{"name":"Department of Medicinal Chemistry Faculty of Pharmacy Shiraz University of Medical Sciences  71345 Shiraz Iran"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aida","family":"Iraji","sequence":"additional","affiliation":[{"name":"Medicinal and Natural Products Chemistry Research Center Shiraz University of Medical Sciences  71348 Shiraz Iran"},{"name":"Central Research Laboratory Shiraz University of Medical Sciences  71468 Shiraz Iran"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Najmeh","family":"Edraki","sequence":"additional","affiliation":[{"name":"Medicinal and Natural Products Chemistry Research Center Shiraz University of Medical Sciences  71348 Shiraz Iran"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Somayeh","family":"Pirhadi","sequence":"additional","affiliation":[{"name":"Medicinal and Natural Products Chemistry Research Center Shiraz University of Medical Sciences  71348 Shiraz Iran"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mahshid","family":"Attarroshan","sequence":"additional","affiliation":[{"name":"Medicinal and Natural Products Chemistry Research Center Shiraz University of Medical Sciences  71348 Shiraz Iran"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mahsima","family":"Khoshneviszadeh","sequence":"additional","affiliation":[{"name":"Medicinal and Natural Products Chemistry Research Center Shiraz University of Medical Sciences  71348 Shiraz Iran"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1458-2964","authenticated-orcid":false,"given":"Mehdi","family":"Khoshneviszadeh","sequence":"additional","affiliation":[{"name":"Medicinal and Natural Products Chemistry Research Center Shiraz University of Medical Sciences  71348 Shiraz Iran"},{"name":"Department of Medicinal Chemistry Faculty of Pharmacy Shiraz University of Medical Sciences  71345 Shiraz Iran"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2020,8,3]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1016\/0014-5793(96)00109-3"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.postharvbio.2005.11.001"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms11031082"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1471-4159.2005.03019.x"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jtice.2015.01.026"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1248\/bpb.b13-00276"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/bi200395t"},{"key":"e_1_2_7_8_1","first-page":"111892","article-title":"\u2018Tyrosinase inhibitors as potential antibacterial agents\u2019","author":"Yuan Y.","year":"2019","journal-title":"Eur. 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