{"title":"A Facile Synthesis and Anticancer Activity of (","authors":")-Diethyl 2-Styrylquinoline-3,4-dicarboxylates","doi":"10.3987/com-23-14909","DOIUrl":null,"url":null,"abstract":"<span>In the present investigation, a simple and flexible synthesis of a series of novel (</span><span>E</span><span>)-diethyl 2-styrylquinoline-3,4-dicarboxylates </span><span>3a-q</span><span> has been achieved for the first time in good yields, involving one-pot sequential Arbuzov/Horner–Emmons reaction sequence using the newly-synthesized diethyl 2-(bromomethyl)quinoline-3,4-dicarboxylate as the substrate. The latter was obtained by NBS-mediated radical bromination reaction of the readily available diethyl 2-methylquinoline-3,4-dicarboxylate. A primary </span><span>in vitro </span><span>evaluation for their antiproliferative activity against human cancer cell lines (A549, HT29 and T24) revealed that the compound </span><span>3k</span><span> with 3,4,5-trimethoxystyryl moiety represented the most active molecule against the tested A549 cell lines in this round of effort with the IC</span><span>50</span><span> values of 2.38 µmol•L</span><span>-1</span><span>, being higher than the reference cisplatin.</span>","PeriodicalId":13166,"journal":{"name":"Heterocycles","volume":null,"pages":null},"PeriodicalIF":0.8000,"publicationDate":"2023-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Heterocycles","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.3987/com-23-14909","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
In the present investigation, a simple and flexible synthesis of a series of novel (E)-diethyl 2-styrylquinoline-3,4-dicarboxylates 3a-q has been achieved for the first time in good yields, involving one-pot sequential Arbuzov/Horner–Emmons reaction sequence using the newly-synthesized diethyl 2-(bromomethyl)quinoline-3,4-dicarboxylate as the substrate. The latter was obtained by NBS-mediated radical bromination reaction of the readily available diethyl 2-methylquinoline-3,4-dicarboxylate. A primary in vitro evaluation for their antiproliferative activity against human cancer cell lines (A549, HT29 and T24) revealed that the compound 3k with 3,4,5-trimethoxystyryl moiety represented the most active molecule against the tested A549 cell lines in this round of effort with the IC50 values of 2.38 µmol•L-1, being higher than the reference cisplatin.
期刊介绍：
Since its inception in 1973 HETEROCYCLES has provided a platform for the rapid exchange of research in the areas of organic, pharmaceutical, analytical, and medicinal chemistry of heterocyclic compounds in addition to communications, papers, reviews, a special section of the journal presents newly-discovered natural products whose structure has recently been established.
Another section is devoted to the total synthesis of previously documented natural products with heterocyclic ring systems.
Due to the fact that the journal is able to publish articles within two months of receipt of the manuscripts, researchers in this field can obtain up-to-date information on heterocyclic research by reading Heterocycles regularly.
Audience: Organic and Physical Organic Chemists, Biochemists, Pharmacologists and Scientists studying heterocyclic compounds
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