{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,2]],"date-time":"2025-10-02T16:07:19Z","timestamp":1759421239935,"version":"3.40.5"},"reference-count":43,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2019,6,19]],"date-time":"2019-06-19T00:00:00Z","timestamp":1560902400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chem Biol Drug Des"],"published-print":{"date-parts":[[2019,9]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Novel thiourea (<jats:bold>5a<\/jats:bold>,<jats:bold> 5b<\/jats:bold>) and thiazolidinone derivatives (<jats:bold>6a<\/jats:bold>,<jats:bold> 6b<\/jats:bold>) were synthesized by hybridizing molecules starting from the compound 6\u2010(4\u2010phenylpiperazin\u20101\u2010yl)pyridin\u20103\u2010amine (<jats:bold>4<\/jats:bold>) which is known to show anticancer activity. The synthesis of the leading compound was carried out by using 1\u2010(5\u2010nitropyridin\u20102\u2010yl)\u20104\u2010phenylpiperazine (<jats:bold>3<\/jats:bold>) which was obtained by a novel method of the reaction of 2\u2010chloro\u20105\u2010nitropyridine (<jats:bold>1<\/jats:bold>) and <jats:italic>N<\/jats:italic>\u2010phenylpiperazine (<jats:bold>2<\/jats:bold>). The structures of the compounds were confirmed using <jats:styled-content style=\"fixed-case\">FTIR<\/jats:styled-content>, <jats:sup>1<\/jats:sup>H <jats:styled-content style=\"fixed-case\">NMR<\/jats:styled-content>, <jats:sup>13<\/jats:sup>C <jats:styled-content style=\"fixed-case\">NMR<\/jats:styled-content>,<jats:styled-content style=\"fixed-case\"> HRMS<\/jats:styled-content> spectroscopic methods and elemental analysis. The organic molecules were tested for their anticancer activities against prostate cancer (PC) cell lines: <jats:styled-content style=\"fixed-case\">DU<\/jats:styled-content> 145, <jats:styled-content style=\"fixed-case\">PC<\/jats:styled-content>\u20103 and <jats:styled-content style=\"fixed-case\">LNC<\/jats:styled-content>aP. As the compound <jats:bold>5a<\/jats:bold> exerted the highest cytotoxic activity, <jats:styled-content style=\"fixed-case\">IC<\/jats:styled-content><jats:sub>50<\/jats:sub> concentrations of compound <jats:bold>5a<\/jats:bold> were further investigated in terms of morphology, colony\u2010forming ability, <jats:styled-content style=\"fixed-case\">RNA<\/jats:styled-content> expression, fragmented <jats:styled-content style=\"fixed-case\">DNA<\/jats:styled-content> and cell cycle distributions of PC cell lines. Overall data revealed that compound <jats:bold>5a<\/jats:bold> treatment induces apoptosis and <jats:styled-content style=\"fixed-case\">DNA<\/jats:styled-content> fragmentation in PC cell lines and inhibits cell cycle progression resulting in the accumulation of cells in either the G1 or the S phases.<\/jats:p>","DOI":"10.1111\/cbdd.13575","type":"journal-article","created":{"date-parts":[[2019,5,31]],"date-time":"2019-05-31T08:26:56Z","timestamp":1559291216000},"page":"1584-1595","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Design and synthesis of phenylpiperazine derivatives as potent anticancer agents for prostate cancer"],"prefix":"10.1111","volume":"94","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6579-4273","authenticated-orcid":false,"given":"Serpil","family":"Demirci","sequence":"first","affiliation":[{"name":"Department of Medical Services and Techniques Vocational High School of Health Services Giresun University Giresun Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Taha Bartu","family":"Hayal","sequence":"additional","affiliation":[{"name":"Department of Genetics and Bioengineering Faculty of Engineering Yeditepe University Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Binnur","family":"K\u0131ratl\u0131","sequence":"additional","affiliation":[{"name":"Department of Genetics and Bioengineering Faculty of Engineering Yeditepe University Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hatice Burcu","family":"\u015ei\u015fli","sequence":"additional","affiliation":[{"name":"Department of Genetics and Bioengineering Faculty of Engineering Yeditepe University Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Selami","family":"Demirci","sequence":"additional","affiliation":[{"name":"Cellular and Molecular Therapeutics Sickle Cell Branch National Heart, Lung, and Blood Institute (NHLBI) National Institutes of Health (NIH) Bethesda Maryland USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Fikrettin","family":"\u015eahin","sequence":"additional","affiliation":[{"name":"Department of Genetics and Bioengineering Faculty of Engineering Yeditepe University Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4160-2270","authenticated-orcid":false,"given":"Ay\u015feg\u00fcl","family":"Do\u011fan","sequence":"additional","affiliation":[{"name":"Department of Genetics and Bioengineering Faculty of Engineering Yeditepe University Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2019,6,19]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2015.11.041"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2014.06.046"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/1097-0045(20001001)45:2<184::AID-PROS13>3.0.CO;2-K"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.96.8.4240"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.2174\/156800908784293659"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.3389\/fonc.2014.00252"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.211178398"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2013.10.005"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2005.05.034"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.1038\/35055085"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11010-017-3101-2"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.biopha.2016.11.101"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tice.2017.10.003"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm000942e"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2005.08.031"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm8004306"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2016.08.060"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.phrs.2013.03.010"},{"issue":"11","key":"e_1_2_9_20_1","first-page":"4315","article-title":"A mechanism for androgen receptor\u2010mediated prostate cancer recurrence after androgen deprivation therapy","volume":"61","author":"Gregory C. 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