Synthesis of novel 2, 5-dihydrofuran derivatives and evaluation of their anticancer activity
According to metal-catalyzed [3 + 2] cycloaddition reaction, we synthesized a series of novel 2, 5-dihydrofuran derivatives and evaluated their in vitro anti-cancer activities via MTT method. The bioassay showed that the majority of the resultant compounds exerted anti-tumor effect against four huma...
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| Veröffentlicht in: | European journal of medicinal chemistry 2012-02, Vol.48, p.69-80 |
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| container_title | European journal of medicinal chemistry |
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| creator | Zhang, Yikai Zhong, Hanyu Wang, Tiantian Geng, Dongping Zhang, Mingfeng Li, Ke |
| description | According to metal-catalyzed [3 + 2] cycloaddition reaction, we synthesized a series of novel 2, 5-dihydrofuran derivatives and evaluated their
in vitro anti-cancer activities via MTT method. The bioassay showed that the majority of the resultant compounds exerted anti-tumor effect against four human cancer cell lines to various extents, which supported the rationale of the design. Compounds
9e and
10g showed the highest activity with broad anti-cancer spectrum, which were good candidates for further evaluation.
[Display omitted]
► We synthesized a series of novel 2, 5-dihydrofuran derivatives. ► Metal-catalyzed [3 + 2] cycloaddition reaction was employed. ► We determine the reaction mediate via X-ray crystallography. ► All resultant compounds were evaluated for their
in vitro cytotoxic activities. ► The result shows some of resultant compounds have potential anti-cancer activity. |
| doi_str_mv | 10.1016/j.ejmech.2011.11.036 |
| format | Article |
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in vitro anti-cancer activities via MTT method. The bioassay showed that the majority of the resultant compounds exerted anti-tumor effect against four human cancer cell lines to various extents, which supported the rationale of the design. Compounds
9e and
10g showed the highest activity with broad anti-cancer spectrum, which were good candidates for further evaluation.
[Display omitted]
► We synthesized a series of novel 2, 5-dihydrofuran derivatives. ► Metal-catalyzed [3 + 2] cycloaddition reaction was employed. ► We determine the reaction mediate via X-ray crystallography. ► All resultant compounds were evaluated for their
in vitro cytotoxic activities. ► The result shows some of resultant compounds have potential anti-cancer activity.</description><identifier>ISSN: 0223-5234</identifier><identifier>EISSN: 1768-3254</identifier><identifier>DOI: 10.1016/j.ejmech.2011.11.036</identifier><identifier>PMID: 22182926</identifier><identifier>CODEN: EJMCA5</identifier><language>eng</language><publisher>Kidlington: Elsevier Masson SAS</publisher><subject>2, 5-Dihydrofuran derivatives ; Anti-cancer activity ; Antineoplastic agents ; Antineoplastic Agents - chemical synthesis ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Biological and medical sciences ; Cell Survival - drug effects ; Crystal structure ; Furans - chemical synthesis ; Furans - chemistry ; Furans - pharmacology ; General aspects ; HeLa Cells ; Humans ; Inhibitory Concentration 50 ; Magnetic Resonance Spectroscopy ; Medical sciences ; Metal-catalyzed cycloaddition reaction ; Models, Molecular ; Pharmacology. Drug treatments ; Spectrometry, Mass, Electrospray Ionization ; Spectrophotometry, Infrared ; Structure-Activity Relationship ; Synthesis ; X-Ray Diffraction</subject><ispartof>European journal of medicinal chemistry, 2012-02, Vol.48, p.69-80</ispartof><rights>2011 Elsevier Masson SAS</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Masson SAS. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-10537d654386a6457c12ab0aa418fcc1eee98428168033230017901b397c2f763</citedby><cites>FETCH-LOGICAL-c391t-10537d654386a6457c12ab0aa418fcc1eee98428168033230017901b397c2f763</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.2011.11.036$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25466074$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22182926$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zhang, Yikai</creatorcontrib><creatorcontrib>Zhong, Hanyu</creatorcontrib><creatorcontrib>Wang, Tiantian</creatorcontrib><creatorcontrib>Geng, Dongping</creatorcontrib><creatorcontrib>Zhang, Mingfeng</creatorcontrib><creatorcontrib>Li, Ke</creatorcontrib><title>Synthesis of novel 2, 5-dihydrofuran derivatives and evaluation of their anticancer activity</title><title>European journal of medicinal chemistry</title><addtitle>Eur J Med Chem</addtitle><description>According to metal-catalyzed [3 + 2] cycloaddition reaction, we synthesized a series of novel 2, 5-dihydrofuran derivatives and evaluated their
in vitro anti-cancer activities via MTT method. The bioassay showed that the majority of the resultant compounds exerted anti-tumor effect against four human cancer cell lines to various extents, which supported the rationale of the design. Compounds
9e and
10g showed the highest activity with broad anti-cancer spectrum, which were good candidates for further evaluation.
[Display omitted]
► We synthesized a series of novel 2, 5-dihydrofuran derivatives. ► Metal-catalyzed [3 + 2] cycloaddition reaction was employed. ► We determine the reaction mediate via X-ray crystallography. ► All resultant compounds were evaluated for their
in vitro cytotoxic activities. ► The result shows some of resultant compounds have potential anti-cancer activity.</description><subject>2, 5-Dihydrofuran derivatives</subject><subject>Anti-cancer activity</subject><subject>Antineoplastic agents</subject><subject>Antineoplastic Agents - chemical synthesis</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cell Survival - drug effects</subject><subject>Crystal structure</subject><subject>Furans - chemical synthesis</subject><subject>Furans - chemistry</subject><subject>Furans - pharmacology</subject><subject>General aspects</subject><subject>HeLa Cells</subject><subject>Humans</subject><subject>Inhibitory Concentration 50</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Metal-catalyzed cycloaddition reaction</subject><subject>Models, Molecular</subject><subject>Pharmacology. Drug treatments</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Spectrophotometry, Infrared</subject><subject>Structure-Activity Relationship</subject><subject>Synthesis</subject><subject>X-Ray Diffraction</subject><issn>0223-5234</issn><issn>1768-3254</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1r3DAQhkVpSDYf_6AUX0ov8WZGn_alEELSFgI5JLkFhFYes1q8dirZhv331bLb9lYYkDQ872h4GPuEsERAfbNZ0mZLfr3kgLjMBUJ_YAs0uioFV_IjWwDnolRcyDN2ntIGAJQGOGVnnGPFa64X7O15149rSiEVQ1v0w0xdwa8LVTZhvWvi0E7R9UVDMcxuDDOlwvVNQbPrpvwe-n0q50PM_TF413vKV5_RMO4u2UnrukRXx_OCvT7cv9z9KB-fvv-8u30svahxLBGUMI1WUlTaaamMR-5W4JzEqvUeiaiuJK9QVyAEFwBoasCVqI3nrdHign09zH2Pw6-J0mi3IXnqOtfTMCVbo1GGC1SZlAfSxyGlSK19j2Hr4s4i2L1Wu7EHrXav1ebKWnPs8_GDabWl5m_oj8cMfDkCLnnXtVmaD-kfp6TWYGTmvh04yjrmQNEmHyhLa0IkP9pmCP_f5DcBM5Zd</recordid><startdate>20120201</startdate><enddate>20120201</enddate><creator>Zhang, Yikai</creator><creator>Zhong, Hanyu</creator><creator>Wang, Tiantian</creator><creator>Geng, Dongping</creator><creator>Zhang, Mingfeng</creator><creator>Li, Ke</creator><general>Elsevier Masson SAS</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20120201</creationdate><title>Synthesis of novel 2, 5-dihydrofuran derivatives and evaluation of their anticancer activity</title><author>Zhang, Yikai ; Zhong, Hanyu ; Wang, Tiantian ; Geng, Dongping ; Zhang, Mingfeng ; Li, Ke</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-10537d654386a6457c12ab0aa418fcc1eee98428168033230017901b397c2f763</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>2, 5-Dihydrofuran derivatives</topic><topic>Anti-cancer activity</topic><topic>Antineoplastic agents</topic><topic>Antineoplastic Agents - chemical synthesis</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cell Survival - drug effects</topic><topic>Crystal structure</topic><topic>Furans - chemical synthesis</topic><topic>Furans - chemistry</topic><topic>Furans - pharmacology</topic><topic>General aspects</topic><topic>HeLa Cells</topic><topic>Humans</topic><topic>Inhibitory Concentration 50</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Metal-catalyzed cycloaddition reaction</topic><topic>Models, Molecular</topic><topic>Pharmacology. Drug treatments</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Spectrophotometry, Infrared</topic><topic>Structure-Activity Relationship</topic><topic>Synthesis</topic><topic>X-Ray Diffraction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Yikai</creatorcontrib><creatorcontrib>Zhong, Hanyu</creatorcontrib><creatorcontrib>Wang, Tiantian</creatorcontrib><creatorcontrib>Geng, Dongping</creatorcontrib><creatorcontrib>Zhang, Mingfeng</creatorcontrib><creatorcontrib>Li, Ke</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><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>Zhang, Yikai</au><au>Zhong, Hanyu</au><au>Wang, Tiantian</au><au>Geng, Dongping</au><au>Zhang, Mingfeng</au><au>Li, Ke</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of novel 2, 5-dihydrofuran derivatives and evaluation of their anticancer activity</atitle><jtitle>European journal of medicinal chemistry</jtitle><addtitle>Eur J Med Chem</addtitle><date>2012-02-01</date><risdate>2012</risdate><volume>48</volume><spage>69</spage><epage>80</epage><pages>69-80</pages><issn>0223-5234</issn><eissn>1768-3254</eissn><coden>EJMCA5</coden><abstract>According to metal-catalyzed [3 + 2] cycloaddition reaction, we synthesized a series of novel 2, 5-dihydrofuran derivatives and evaluated their
in vitro anti-cancer activities via MTT method. The bioassay showed that the majority of the resultant compounds exerted anti-tumor effect against four human cancer cell lines to various extents, which supported the rationale of the design. Compounds
9e and
10g showed the highest activity with broad anti-cancer spectrum, which were good candidates for further evaluation.
[Display omitted]
► We synthesized a series of novel 2, 5-dihydrofuran derivatives. ► Metal-catalyzed [3 + 2] cycloaddition reaction was employed. ► We determine the reaction mediate via X-ray crystallography. ► All resultant compounds were evaluated for their
in vitro cytotoxic activities. ► The result shows some of resultant compounds have potential anti-cancer activity.</abstract><cop>Kidlington</cop><pub>Elsevier Masson SAS</pub><pmid>22182926</pmid><doi>10.1016/j.ejmech.2011.11.036</doi><tpages>12</tpages></addata></record> |
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| ispartof | European journal of medicinal chemistry, 2012-02, Vol.48, p.69-80 |
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| language | eng |
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| subjects | 2, 5-Dihydrofuran derivatives Anti-cancer activity Antineoplastic agents Antineoplastic Agents - chemical synthesis Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Biological and medical sciences Cell Survival - drug effects Crystal structure Furans - chemical synthesis Furans - chemistry Furans - pharmacology General aspects HeLa Cells Humans Inhibitory Concentration 50 Magnetic Resonance Spectroscopy Medical sciences Metal-catalyzed cycloaddition reaction Models, Molecular Pharmacology. Drug treatments Spectrometry, Mass, Electrospray Ionization Spectrophotometry, Infrared Structure-Activity Relationship Synthesis X-Ray Diffraction |
| title | Synthesis of novel 2, 5-dihydrofuran derivatives and evaluation of their anticancer activity |
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