DC Field | Value | Language |
---|---|---|
dc.contributor.author | Ravichandiran, Palanisamy | ko |
dc.contributor.author | Subramaniyan, Sivakumar Allur | ko |
dc.contributor.author | Kim, Seon-Young | ko |
dc.contributor.author | Kim, Jong-Soo | ko |
dc.contributor.author | Park, Byung-Hyun | ko |
dc.contributor.author | Shim, Kwan Seob | ko |
dc.contributor.author | Yoo, Dong Jin | ko |
dc.date.accessioned | 2024-03-22T06:01:13Z | - |
dc.date.available | 2024-03-22T06:01:13Z | - |
dc.date.created | 2024-03-21 | - |
dc.date.issued | 2019-03 | - |
dc.identifier.citation | CHEMMEDCHEM, v.14, no.5, pp.532 - 544 | - |
dc.identifier.issn | 1860-7179 | - |
dc.identifier.uri | http://hdl.handle.net/10203/318724 | - |
dc.description.abstract | 1,4-Naphthoquinones are exceptional building blocks in organic synthesis and have been used to synthesize several well-known pharmaceutically active agents. Herein we report the synthesis, structural characterization, and biological evaluation of new phenylaminosulfanyl-1,4-naphthoquinone derivatives. We evaluated the cytotoxic activity of the synthesized compounds against three human cancer cell lines: A549, HeLa, and MCF-7. Most of the synthesized compounds displayed potent cytotoxic activity. Specifically, compounds 5 e [3,5-dichloro-N-(4-((4-((1,4-dioxo-3-(phenylthio)-1,4-dihydronaphthalen-2-yl)amino)phenyl)sulfonyl)phenyl)benzamide], 5 f [N-(4-((4-((1,4-dioxo-3-(phenylthio)-1,4-dihydronaphthalen-2-yl)amino)phenyl)sulfonyl)phenyl)-3,5-dinitrobenzamide], and 5 p [N-(4-((4-((1,4-dioxo-3-(phenylthio)-1,4-dihydronaphthalen-2-yl)amino)phenyl)sulfonyl)phenyl)thiophene-2-carboxamide] showed remarkable cytotoxic activity. The synthesized compounds showed low toxicity in normal human kidney HEK293 cells. The cytotoxic mechanism of compounds 5 e, 5 f, and 5 p was explored in MCF-7 cells. The results confirmed that these three compounds induce apoptosis and arrest the cell cycle at the G(1) phase. In addition, compounds 5 e, 5 f, and 5 p were found to induce apoptosis via upregulation of caspase-3 and caspase-7 proteins as well as by upregulation of the gene expression levels of caspases-3 and -7. Our findings demonstrate that compounds 5 e, 5 f, and 5 p could be potent agents against a number of cancer types. | - |
dc.language | English | - |
dc.publisher | WILEY-V C H VERLAG GMBH | - |
dc.title | Synthesis and Anticancer Evaluation of 1,4-Naphthoquinone Derivatives Containing a Phenylaminosulfanyl Moiety | - |
dc.type | Article | - |
dc.identifier.wosid | 000460335300004 | - |
dc.identifier.scopusid | 2-s2.0-85060326168 | - |
dc.type.rims | ART | - |
dc.citation.volume | 14 | - |
dc.citation.issue | 5 | - |
dc.citation.beginningpage | 532 | - |
dc.citation.endingpage | 544 | - |
dc.citation.publicationname | CHEMMEDCHEM | - |
dc.identifier.doi | 10.1002/cmdc.201800749 | - |
dc.contributor.localauthor | Park, Byung-Hyun | - |
dc.contributor.nonIdAuthor | Ravichandiran, Palanisamy | - |
dc.contributor.nonIdAuthor | Subramaniyan, Sivakumar Allur | - |
dc.contributor.nonIdAuthor | Kim, Seon-Young | - |
dc.contributor.nonIdAuthor | Kim, Jong-Soo | - |
dc.contributor.nonIdAuthor | Shim, Kwan Seob | - |
dc.contributor.nonIdAuthor | Yoo, Dong Jin | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | 4-aminophenylsulfones | - |
dc.subject.keywordAuthor | anticancer agents | - |
dc.subject.keywordAuthor | apoptosis | - |
dc.subject.keywordAuthor | green synthesis | - |
dc.subject.keywordAuthor | phenylaminophenylthio-1,4-naphthoquinones | - |
dc.subject.keywordPlus | MOLECULAR DOCKING | - |
dc.subject.keywordPlus | BIOLOGICAL EVALUATION | - |
dc.subject.keywordPlus | ANTIBACTERIAL EVALUATION | - |
dc.subject.keywordPlus | INDUCE APOPTOSIS | - |
dc.subject.keywordPlus | NANOPARTICLES | - |
dc.subject.keywordPlus | CYTOTOXICITY | - |
dc.subject.keywordPlus | ANTIMALARIAL | - |
dc.subject.keywordPlus | QSAR | - |
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