Transition-metal-free, atom-economical cascade synthesis of novel 2-sulfonated-benzo[f][1,7]naphthyridines and their cytotoxic activities
DC Field | Value | Language |
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dc.contributor.author | Arepalli, Sateesh Kumar | - |
dc.contributor.author | Choi, Yunseon | - |
dc.contributor.author | Lee, Kiho | - |
dc.contributor.author | Kang, Jong-Soon | - |
dc.contributor.author | Jung, Jae-Kyung | - |
dc.contributor.author | Lee, Heesoon | - |
dc.date.accessioned | 2021-09-02T12:43:57Z | - |
dc.date.available | 2021-09-02T12:43:57Z | - |
dc.date.created | 2021-06-16 | - |
dc.date.issued | 2018-04-05 | - |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/76158 | - |
dc.description.abstract | An efficient, transition-metal-free cascade synthetic method has been developed for new 2-aryl/heteroaryl sulfonated benzon[f],[1,7]naphthyridines. It is tert-butyl hydroperoxide (TBHP) mediated highly regioselective sulfonylation cyclization aromatization process between N-(3-arylTheteroarylprop-2-yn-1-yl)quinolin-3-amines and aryl/heteroaryl sulfonylhydrazides. This synthetic protocol offers one-step strategy for C S and C C bond formations with a broad range of functional group tolerance. It is a simple, mild, and atom-economical route for the synthesis of various valuable functionalized 1, 2-aryl/heteroaryl sulfonated benzo[f][1,7]naphthyridines in moderate yields. Since the core motif of 2-sulfonated benzo[f][1,7]naphthyridines are biologically and pharmaceutically important (TLR activity 7, 8 modulators). Additionally, the synthesized derivatives were evaluated for their in vitro cytotoxic activities against six human cancer cell lines including lung (NCIH23), colon (HCT15), gastric (NUCG-3), renal (ACHN), prostate (PC-3), and breast (MDA-MB-231) cell lines. These compounds displayed significant cytotoxic activities against all tested human cancer cell lines. (C) 2018 Elsevier Ltd. All rights reserved. | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | PERGAMON-ELSEVIER SCIENCE LTD | - |
dc.subject | NF-KAPPA-B | - |
dc.subject | CATALYZED ALLYLIC SULFONYLATION | - |
dc.subject | HETEROCYCLIC KETENE AMINALS | - |
dc.subject | TOPOISOMERASE-I INHIBITORS | - |
dc.subject | TERT-BUTYL HYDROPEROXIDE | - |
dc.subject | ONE-POT | - |
dc.subject | BIOLOGICAL EVALUATION | - |
dc.subject | COMPREHENSIVE SURVEY | - |
dc.subject | ANTICANCER AGENTS | - |
dc.subject | ARYL SULFONES | - |
dc.title | Transition-metal-free, atom-economical cascade synthesis of novel 2-sulfonated-benzo[f][1,7]naphthyridines and their cytotoxic activities | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Lee, Kiho | - |
dc.identifier.doi | 10.1016/j.tet.2018.02.023 | - |
dc.identifier.scopusid | 2-s2.0-85042389605 | - |
dc.identifier.wosid | 000428484000005 | - |
dc.identifier.bibliographicCitation | TETRAHEDRON, v.74, no.14, pp.1646 - 1654 | - |
dc.relation.isPartOf | TETRAHEDRON | - |
dc.citation.title | TETRAHEDRON | - |
dc.citation.volume | 74 | - |
dc.citation.number | 14 | - |
dc.citation.startPage | 1646 | - |
dc.citation.endPage | 1654 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Organic | - |
dc.subject.keywordPlus | NF-KAPPA-B | - |
dc.subject.keywordPlus | CATALYZED ALLYLIC SULFONYLATION | - |
dc.subject.keywordPlus | HETEROCYCLIC KETENE AMINALS | - |
dc.subject.keywordPlus | TOPOISOMERASE-I INHIBITORS | - |
dc.subject.keywordPlus | TERT-BUTYL HYDROPEROXIDE | - |
dc.subject.keywordPlus | ONE-POT | - |
dc.subject.keywordPlus | BIOLOGICAL EVALUATION | - |
dc.subject.keywordPlus | COMPREHENSIVE SURVEY | - |
dc.subject.keywordPlus | ANTICANCER AGENTS | - |
dc.subject.keywordPlus | ARYL SULFONES | - |
dc.subject.keywordAuthor | Sulfonated benzo[f][1,7]naphthyridines | - |
dc.subject.keywordAuthor | Transition-metal-free | - |
dc.subject.keywordAuthor | One-pot C-S & | - |
dc.subject.keywordAuthor | C-C bonds formation | - |
dc.subject.keywordAuthor | Atom-economy | - |
dc.subject.keywordAuthor | Cytotoxic agents | - |
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