Synthesis and biological activities of dithiocarbamates containing 2(5H)-furanone-piperazine
A series of new dithiocarbamates containing a 2(5H)-furanone-piperazine group was synthesized. These compounds show good in vitro cytoxic activity. Among them, compound 6c exhibits the best inhibitory activity against HeLa cell lines with an IC50 of 0.06 ± 0.01 μM for 72 h, and it has good inhibitor...
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| Veröffentlicht in: | European journal of medicinal chemistry 2018-07, Vol.155, p.165-170 |
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| container_title | European journal of medicinal chemistry |
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| creator | Wei, Meng-Xue Zhang, Jiao Ma, Fu-Li Li, Ming Yu, Jia-Ying Luo, Wei Li, Xue-Qiang |
| description | A series of new dithiocarbamates containing a 2(5H)-furanone-piperazine group was synthesized. These compounds show good in vitro cytoxic activity. Among them, compound 6c exhibits the best inhibitory activity against HeLa cell lines with an IC50 of 0.06 ± 0.01 μM for 72 h, and it has good inhibitory activity against SMMC-7721 cell lines with an IC50 of 0.006 ± 0.04 μM for 72 h, but the toxicity was lower against LO2 cell lines with an IC50 of 45.76 ± 0.01 μM. The result showed that compound 6c is far more cytoxic towards cancer cell lines than towards benign cell lines compared with cytosine arabinoside (ARA) in vitro.
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•The dithiocarbamates containing a 2(5H)-furanone-piperazine were synthesized.•The target compounds showed good cytoxic activity.•Compound 6c is far more cytoxic against cancer cells than against benign cells.•Compound 6b has higher cytoxic activity against SMMC-7721 cell lines than ARA. |
| doi_str_mv | 10.1016/j.ejmech.2018.05.056 |
| format | Article |
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[Display omitted]
•The dithiocarbamates containing a 2(5H)-furanone-piperazine were synthesized.•The target compounds showed good cytoxic activity.•Compound 6c is far more cytoxic against cancer cells than against benign cells.•Compound 6b has higher cytoxic activity against SMMC-7721 cell lines than ARA.</description><identifier>ISSN: 0223-5234</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2018.05.056</identifier><identifier>PMID: 29886320</identifier><language>eng</language><publisher>France: Elsevier Masson SAS</publisher><subject>2(5H)-Furanone ; Biological activities ; Dithiocarbamates ; SMMC-7721 cell lines ; Synthesis</subject><ispartof>European journal of medicinal chemistry, 2018-07, Vol.155, p.165-170</ispartof><rights>2018 Elsevier Masson SAS</rights><rights>Copyright © 2018 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c362t-30f4d0a848bc2553f83c7aec5529fc2af2283ec28e5fa1c6dbcc6f014736893b3</citedby><cites>FETCH-LOGICAL-c362t-30f4d0a848bc2553f83c7aec5529fc2af2283ec28e5fa1c6dbcc6f014736893b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.ejmech.2018.05.056$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29886320$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wei, Meng-Xue</creatorcontrib><creatorcontrib>Zhang, Jiao</creatorcontrib><creatorcontrib>Ma, Fu-Li</creatorcontrib><creatorcontrib>Li, Ming</creatorcontrib><creatorcontrib>Yu, Jia-Ying</creatorcontrib><creatorcontrib>Luo, Wei</creatorcontrib><creatorcontrib>Li, Xue-Qiang</creatorcontrib><title>Synthesis and biological activities of dithiocarbamates containing 2(5H)-furanone-piperazine</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>A series of new dithiocarbamates containing a 2(5H)-furanone-piperazine group was synthesized. These compounds show good in vitro cytoxic activity. Among them, compound 6c exhibits the best inhibitory activity against HeLa cell lines with an IC50 of 0.06 ± 0.01 μM for 72 h, and it has good inhibitory activity against SMMC-7721 cell lines with an IC50 of 0.006 ± 0.04 μM for 72 h, but the toxicity was lower against LO2 cell lines with an IC50 of 45.76 ± 0.01 μM. The result showed that compound 6c is far more cytoxic towards cancer cell lines than towards benign cell lines compared with cytosine arabinoside (ARA) in vitro.
[Display omitted]
•The dithiocarbamates containing a 2(5H)-furanone-piperazine were synthesized.•The target compounds showed good cytoxic activity.•Compound 6c is far more cytoxic against cancer cells than against benign cells.•Compound 6b has higher cytoxic activity against SMMC-7721 cell lines than ARA.</description><subject>2(5H)-Furanone</subject><subject>Biological activities</subject><subject>Dithiocarbamates</subject><subject>SMMC-7721 cell lines</subject><subject>Synthesis</subject><issn>0223-5234</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp9kE9r3DAQxUVpaTZpv0EpPqYHb_THkrWXQgltUwjkkPZWEPJ4lJ3FlraSNpB--jhs0mPhwcDwe_OYx9gHwdeCC3OxW-NuRtiuJRd2zfUi84qtRG9sq6TuXrMVl1K1WqruhJ2WsuN8QTh_y07kxlqjJF-x37cPsW6xUGl8HJuB0pTuCPzUeKh0T5WwNCk0I9UtJfB58LOvyw5SrJ4ixbtGnuurT204ZB9TxHZPe8z-L0V8x94EPxV8_zzP2K9vX39eXrXXN99_XH65bkEZWVvFQzdybzs7gNRaBaug9whay00A6YOUViFIizp4AWYcAEzgouuVsRs1qDN2fry7z-nPAUt1MxXAafIR06E4ybWSPd-IfkG7Iwo5lZIxuH2m2ecHJ7h76tXt3LFX99Sr43qRWWwfnxMOw4zjP9NLkQvw-Qjg8uc9YXYFCCPgSBmhujHR_xMeAUUhjB0</recordid><startdate>20180715</startdate><enddate>20180715</enddate><creator>Wei, Meng-Xue</creator><creator>Zhang, Jiao</creator><creator>Ma, Fu-Li</creator><creator>Li, Ming</creator><creator>Yu, Jia-Ying</creator><creator>Luo, Wei</creator><creator>Li, Xue-Qiang</creator><general>Elsevier Masson SAS</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20180715</creationdate><title>Synthesis and biological activities of dithiocarbamates containing 2(5H)-furanone-piperazine</title><author>Wei, Meng-Xue ; Zhang, Jiao ; Ma, Fu-Li ; Li, Ming ; Yu, Jia-Ying ; Luo, Wei ; Li, Xue-Qiang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c362t-30f4d0a848bc2553f83c7aec5529fc2af2283ec28e5fa1c6dbcc6f014736893b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>2(5H)-Furanone</topic><topic>Biological activities</topic><topic>Dithiocarbamates</topic><topic>SMMC-7721 cell lines</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wei, Meng-Xue</creatorcontrib><creatorcontrib>Zhang, Jiao</creatorcontrib><creatorcontrib>Ma, Fu-Li</creatorcontrib><creatorcontrib>Li, Ming</creatorcontrib><creatorcontrib>Yu, Jia-Ying</creatorcontrib><creatorcontrib>Luo, Wei</creatorcontrib><creatorcontrib>Li, Xue-Qiang</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>European journal of medicinal chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wei, Meng-Xue</au><au>Zhang, Jiao</au><au>Ma, Fu-Li</au><au>Li, Ming</au><au>Yu, Jia-Ying</au><au>Luo, Wei</au><au>Li, Xue-Qiang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and biological activities of dithiocarbamates containing 2(5H)-furanone-piperazine</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2018-07-15</date><risdate>2018</risdate><volume>155</volume><spage>165</spage><epage>170</epage><pages>165-170</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><abstract>A series of new dithiocarbamates containing a 2(5H)-furanone-piperazine group was synthesized. These compounds show good in vitro cytoxic activity. Among them, compound 6c exhibits the best inhibitory activity against HeLa cell lines with an IC50 of 0.06 ± 0.01 μM for 72 h, and it has good inhibitory activity against SMMC-7721 cell lines with an IC50 of 0.006 ± 0.04 μM for 72 h, but the toxicity was lower against LO2 cell lines with an IC50 of 45.76 ± 0.01 μM. The result showed that compound 6c is far more cytoxic towards cancer cell lines than towards benign cell lines compared with cytosine arabinoside (ARA) in vitro.
[Display omitted]
•The dithiocarbamates containing a 2(5H)-furanone-piperazine were synthesized.•The target compounds showed good cytoxic activity.•Compound 6c is far more cytoxic against cancer cells than against benign cells.•Compound 6b has higher cytoxic activity against SMMC-7721 cell lines than ARA.</abstract><cop>France</cop><pub>Elsevier Masson SAS</pub><pmid>29886320</pmid><doi>10.1016/j.ejmech.2018.05.056</doi><tpages>6</tpages></addata></record> |
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| ispartof | European journal of medicinal chemistry, 2018-07, Vol.155, p.165-170 |
| issn | 0223-5234 1768-3254 |
| language | eng |
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| source | ScienceDirect Journals (5 years ago - present) |
| subjects | 2(5H)-Furanone Biological activities Dithiocarbamates SMMC-7721 cell lines Synthesis |
| title | Synthesis and biological activities of dithiocarbamates containing 2(5H)-furanone-piperazine |
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