{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,20]],"date-time":"2026-07-20T11:45:33Z","timestamp":1784547933636,"version":"3.55.0"},"reference-count":38,"publisher":"Wiley","issue":"4","license":[{"start":{"date-parts":[[2019,3,18]],"date-time":"2019-03-18T00:00:00Z","timestamp":1552867200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Pigment Cell Melanoma Res"],"published-print":{"date-parts":[[2019,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Monobenzone is a 4\u2010substituted phenol that can induce vitiligo and antimelanoma immunity. We investigated the influence of the chemical structure on the biological activity of a series of structurally related 4\u2010substituted phenols. All phenols inhibited cellular melanin synthesis, and eight of ten phenols inhibited tyrosinase activity, using the MBTH assay. These phenols also induced glutathione (GSH) depletion, indicative of quinone formation and protein thiol binding, which can increase the immunogenicity of melanosomal proteins. Specific T\u2010cell activation was found upon stimulation with phenol\u2010exposed pigmented cells, which also reacted with unexposed cells. In contrast, 4\u2010tertbutylphenol induced immune activation was not restricted to pigment cells, analogous to contact sensitization. We conclude that 4\u2010substituted phenols can induce specific T\u2010cell responses against melanocytes and melanoma cells, also acting at distant, unexposed body sites, and may confer a risk of chemical vitiligo. Conversely, these phenols may be applicable to induce specific antimelanoma immunity.<\/jats:p>","DOI":"10.1111\/pcmr.12774","type":"journal-article","created":{"date-parts":[[2019,2,15]],"date-time":"2019-02-15T05:20:33Z","timestamp":1550208033000},"page":"540-552","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":23,"title":["Mechanism of action of 4\u2010substituted phenols to induce vitiligo and antimelanoma immunity"],"prefix":"10.1111","volume":"32","author":[{"given":"Arthur","family":"Kammeyer","sequence":"first","affiliation":[{"name":"Department of Dermatology and Netherlands Institute for Pigment Disorders, Amsterdam University Medical Centers, Amsterdam Infection &amp; Immunity Institute, Cancer Center Amsterdam University of Amsterdam Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Karin J.","family":"Willemsen","sequence":"additional","affiliation":[{"name":"Department of Dermatology and Netherlands Institute for Pigment Disorders, Amsterdam University Medical Centers, Amsterdam Infection &amp; Immunity Institute, Cancer Center Amsterdam University of Amsterdam Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wouter","family":"Ouwerkerk","sequence":"additional","affiliation":[{"name":"Department of Dermatology and Netherlands Institute for Pigment Disorders, Amsterdam University Medical Centers, Amsterdam Infection &amp; Immunity Institute, Cancer Center Amsterdam University of Amsterdam Amsterdam The Netherlands"},{"name":"Department of Clinical Epidemiology, Biostatistics and Bioinformatics, Amsterdam University Medical Centers University of Amsterdam Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Walbert J.","family":"Bakker","sequence":"additional","affiliation":[{"name":"Department of Dermatology and Netherlands Institute for Pigment Disorders, Amsterdam University Medical Centers, Amsterdam Infection &amp; Immunity Institute, Cancer Center Amsterdam University of Amsterdam Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Danielle","family":"Ratsma","sequence":"additional","affiliation":[{"name":"Department of Dermatology and Netherlands Institute for Pigment Disorders, Amsterdam University Medical Centers, Amsterdam Infection &amp; Immunity Institute, Cancer Center Amsterdam University of Amsterdam Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sebas D.","family":"Pronk","sequence":"additional","affiliation":[{"name":"Department of Dermatology and Netherlands Institute for Pigment Disorders, Amsterdam University Medical Centers, Amsterdam Infection &amp; Immunity Institute, Cancer Center Amsterdam University of Amsterdam Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nico P. M.","family":"Smit","sequence":"additional","affiliation":[{"name":"Department of Clinical Chemistry and Laboratory Medicine Leiden University Medical Center Leiden The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0800-0721","authenticated-orcid":false,"given":"Rosalie M.","family":"Luiten","sequence":"additional","affiliation":[{"name":"Department of Dermatology and Netherlands Institute for Pigment Disorders, Amsterdam University Medical Centers, Amsterdam Infection &amp; Immunity Institute, Cancer Center Amsterdam University of Amsterdam Amsterdam The Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2019,3,18]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1038\/jid.1968.13"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-0749.2004.00130.x"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1034\/j.1600-0749.2003.00029.x"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/0003-2697(66)90286-7"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1097\/00008390-199212000-00001"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkv1471"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.4049\/jimmunol.168.4.1704"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1007\/s002040050601"},{"key":"e_1_2_8_10_1","first-page":"571","volume-title":"Contact leukoderma (vitiligo), hyperpigmentation and discolorations from contactants","author":"Fisher A. A.","year":"2001"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1016\/0167-4838(87)90047-1"},{"issue":"5","key":"e_1_2_8_12_1","first-page":"451","article-title":"Induction and regulation of T\u2010cell priming for contact hypersensitivity","volume":"21","author":"Gorbachev A. V.","year":"2001","journal-title":"Critical Reviews in Immunology"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M008703200"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1038\/jid.2009.214"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.0022-202X.2005.23653.x"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.2353\/ajpath.2006.050769"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/tx900018q"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1097\/00008390-199311000-00007"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-0749.1988.tb00138.x"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-0749.1988.tb00139.x"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/tx00032a011"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1067\/mjd.2000.103813"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1365-2133.1981.tb00752.x"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2014.04.009"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-0625.2007.00666.x"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1097\/00008390-199212000-00002"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2012.05.041"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.1034\/j.1600-0749.2002.02057.x"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1080\/2162402X.2017.1419113"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1158\/1078-0432.CCR-11-0230"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0010626"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1755-148X.2011.00878.x"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1038\/jid.2011.16"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1111\/bjd.12162"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1111\/bjd.17713"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.1111\/exd.12449"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1432-1033.1991.tb16018.x"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1111\/j.1600-0749.1999.tb00756.x"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1046\/j.1523-1747.2000.00836.x"}],"container-title":["Pigment Cell &amp; Melanoma Research"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1111%2Fpcmr.12774","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1111\/pcmr.12774","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1111\/pcmr.12774","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1111\/pcmr.12774","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,9]],"date-time":"2023-09-09T01:43:26Z","timestamp":1694223806000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1111\/pcmr.12774"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,3,18]]},"references-count":38,"journal-issue":{"issue":"4","published-print":{"date-parts":[[2019,7]]}},"alternative-id":["10.1111\/pcmr.12774"],"URL":"https:\/\/doi.org\/10.1111\/pcmr.12774","archive":["Portico"],"relation":{},"ISSN":["1755-1471","1755-148X"],"issn-type":[{"value":"1755-1471","type":"print"},{"value":"1755-148X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2019,3,18]]},"assertion":[{"value":"2018-08-13","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2019-02-01","order":1,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2019-03-18","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}