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dc.contributor.authorKoksal, M.en_US
dc.contributor.authorYarim, M.en_US
dc.contributor.authorDurmaz I.en_US
dc.contributor.authorCetin-Atalay, R.en_US
dc.date.accessioned2016-02-08T09:45:24Z
dc.date.available2016-02-08T09:45:24Z
dc.date.issued2012en_US
dc.identifier.issn44172en_US
dc.identifier.urihttp://hdl.handle.net/11693/21372
dc.description.abstractA series of novel 3-methyl-1-[(4-substitutedpiperazin-1-yl)methyl]-1H- indoles (3a-l) were synthesized and their cytotoxicities were analyzed against 3 different human cell lines, including liver (HUH7), breast (MCF7) and colon (HCT116). The Mannich reaction of 3-methylindole (1) with 4- substitutedpiperazines (2) and formaldehyde resulted to the 3-methyl-1-[(4- substitutedpiperazin-1-yl)methyl]-1H-indoles (3a-l) in 38-69% yields. The investigation of anticancer screening revealed that the tested compounds showed comparable activity to the reference drug 5-fluorouracil and compounds 3g, 3h, 3i and 3k, had lower 50% inhibition (IC 50) concentration than reference drug. Moreover, the cytotoxic effect of the most potent compound 3h on HUH7 and MCF7 cells through apoptosis was visualized by Hoechst staining and compared with paclitaxel, which is a mitotic inhibitor acting on microtubules. The morphological features of apoptosis were observed as condensed and fragmented nuclei that are similar to paclitaxel. © Georg Thieme Verlag KG Stuttgart.New York.en_US
dc.language.isoEnglishen_US
dc.source.titleArzneimittel-Forschung/Drug Researchen_US
dc.relation.isversionofhttp://dx.doi.org/10.1055/s-0032-1314868en_US
dc.subject1,4-disubstitutedpiperazinesen_US
dc.subjectanticanceren_US
dc.subjectapoptosisen_US
dc.subjectindoleen_US
dc.subjectMannich baseen_US
dc.subject1 [4 (2 fluorophenyl)piperazin 1 yl]methyl 3 methyl 1h indoleen_US
dc.subject1 [4 (2 methoxyphenyl)piperazin 1 yl]methyl 3 methyl 1h indoleen_US
dc.subject1 [4 (3 chlorophenyl)piperazin 1 yl]methyl 3 methyl 1h indoleen_US
dc.subject1 [4 (3 methoxyphenyl)piperazin 1 yl]methyl 3 methyl 1h indoleen_US
dc.subject1 [4 (4 chlorophenyl)piperazin 1 yl]methyl 3 methyl 1h indoleen_US
dc.subject1 [4 (4 cyanophenyl)piperazin 1 yl]methyl 3 methyl 1h indoleen_US
dc.subject1 [4 (4 fluorophenyl)piperazin 1 yl]methyl 3 methyl 1h indoleen_US
dc.subject3 methyl 1 [(4 phenylpiperazin 1 yl)methyl] 1h indoleen_US
dc.subject3 methyl 1 [4 (2 phenylethyl)piperazin 1 yl]methyl 1h indoleen_US
dc.subject3 methyl 1 [4 (2,3 dimethylphenyl)piperazin 1 yl]methyl 1h indoleen_US
dc.subject3 methyl 1 [4 (4 methylphenyl)piperazin 1 yl]methyl 1h indoleen_US
dc.subject3 methyl 1 [4 (4 nitrophenyl)piperazin 1 yl]methyl 1h indoleen_US
dc.subjectantineoplastic agenten_US
dc.subjectcamptothecinen_US
dc.subjectfluorouracilen_US
dc.subjectformaldehydeen_US
dc.subjectpaclitaxelen_US
dc.subjectunclassified drugen_US
dc.subjectantineoplastic activityen_US
dc.subjectapoptosisen_US
dc.subjectarticleen_US
dc.subjectbreast canceren_US
dc.subjectcancer cell cultureen_US
dc.subjectcell structureen_US
dc.subjectcolon canceren_US
dc.subjectcontrolled studyen_US
dc.subjectcytotoxicityen_US
dc.subjectdrug screeningen_US
dc.subjectdrug synthesisen_US
dc.subjecthumanen_US
dc.subjecthuman cellen_US
dc.subjectIC 50en_US
dc.subjectliver canceren_US
dc.subjectMannich reactionen_US
dc.subjectmicrotubuleen_US
dc.subjectAntineoplastic Agentsen_US
dc.subjectCell Line, Tumoren_US
dc.subjectHumansen_US
dc.subjectIndolesen_US
dc.subjectStructure-Activity Relationshipen_US
dc.titleSynthesis and cytotoxic activity of novel 3-methyl-1-[(4- substitutedpiperazin-1-yl)methyl]-1H-indole derivativesen_US
dc.typeArticleen_US
dc.departmentDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Yeditepe University, 34755 Kayisdag, Istanbul, Turkeyen_US
dc.departmentDepartment of Molecular Biology and Genetics, Faculty of Science, Bilkent University, Bilkent, Ankara, Turkeyen_US
dc.citation.spage389en_US
dc.citation.epage394en_US
dc.citation.volumeNumber62en_US
dc.citation.issueNumber8en_US
dc.identifier.doi10.1055/s-0032-1314868en_US


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