Design, Synthesis, and Antiviral Activity of Novel Chalcone Derivatives Containing a Purine Moiety
To find new antiviral agents,novel chalcone derivatives containing a purine moiety were designed and synthesized by combining bioactive substructures.The antiviral activities of the derivatives against tobacco mosaic virus （TMV） and cucumber mosaic virus （CMV） were evaluated.Results showed that most...
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| Veröffentlicht in: | Chinese journal of chemistry 2017-05, Vol.35 (5), p.665-672 |
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| container_title | Chinese journal of chemistry |
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| creator | Gan, Xiuhai Wang, Yanjiao Hu, Deyu Song, Baoan |
| description | To find new antiviral agents,novel chalcone derivatives containing a purine moiety were designed and synthesized by combining bioactive substructures.The antiviral activities of the derivatives against tobacco mosaic virus （TMV） and cucumber mosaic virus （CMV） were evaluated.Results showed that most of the derivatives showed antiviral activities.Compounds 3n and 3p exhibited excellent curative,protective and inactivation activities against TMV,with the EC50values of 452.4,416.2,241.2 and 438.7,418.6,261.7 μg·mL-1,respectively,which were better than those of ribavirin （585.8,436.0 and 268.7 μg·mL-1）.Compounds 3n and 3p showed remarkable curative and protective activities against CMV.Compound 3n showed a moderate affinity to TMV coat protein,with binding constant Ka and Kd values of 1.5 × 104 L·mol-1 and 79.8 μmol·L-1,respectively.These findings provided an important structural insight for further designs of highly active chalcone derivatives and a basis for further study on their mechanism of action. |
| doi_str_mv | 10.1002/cjoc.201600568 |
| format | Article |
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KGaA</publisher><subject>Antiviral activity ; Antiviral agents ; Biocompatibility ; chalcone ; Coat protein ; cucumber mosaic virus ; Deactivation ; Derivatives ; Design ; Inactivation ; purine ; Ribavirin ; Substructures ; Tobacco ; tobacco mosaic virus ; Viruses</subject><ispartof>Chinese journal of chemistry, 2017-05, Vol.35 (5), p.665-672</ispartof><rights>2017 SIOC, CAS, Shanghai, & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2017 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. 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KGaA</general><general>Wiley Subscription Services, Inc</general><scope>2RA</scope><scope>92L</scope><scope>CQIGP</scope><scope>~WA</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201705</creationdate><title>Design, Synthesis, and Antiviral Activity of Novel Chalcone Derivatives Containing a Purine Moiety</title><author>Gan, Xiuhai ; Wang, Yanjiao ; Hu, Deyu ; Song, Baoan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3818-26851e7da75756da7e8c6f05e80a4d893782b55ac7303e4fb6429093db924bd93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Antiviral activity</topic><topic>Antiviral agents</topic><topic>Biocompatibility</topic><topic>chalcone</topic><topic>Coat protein</topic><topic>cucumber mosaic virus</topic><topic>Deactivation</topic><topic>Derivatives</topic><topic>Design</topic><topic>Inactivation</topic><topic>purine</topic><topic>Ribavirin</topic><topic>Substructures</topic><topic>Tobacco</topic><topic>tobacco mosaic virus</topic><topic>Viruses</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gan, Xiuhai</creatorcontrib><creatorcontrib>Wang, Yanjiao</creatorcontrib><creatorcontrib>Hu, Deyu</creatorcontrib><creatorcontrib>Song, Baoan</creatorcontrib><collection>中文科技期刊数据库</collection><collection>中文科技期刊数据库-CALIS站点</collection><collection>中文科技期刊数据库-7.0平台</collection><collection>中文科技期刊数据库- 镜像站点</collection><collection>CrossRef</collection><jtitle>Chinese journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gan, Xiuhai</au><au>Wang, Yanjiao</au><au>Hu, Deyu</au><au>Song, Baoan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, Synthesis, and Antiviral Activity of Novel Chalcone Derivatives Containing a Purine Moiety</atitle><jtitle>Chinese journal of chemistry</jtitle><addtitle>Chinese Journal of Chemistry</addtitle><date>2017-05</date><risdate>2017</risdate><volume>35</volume><issue>5</issue><spage>665</spage><epage>672</epage><pages>665-672</pages><issn>1001-604X</issn><eissn>1614-7065</eissn><abstract>To find new antiviral agents,novel chalcone derivatives containing a purine moiety were designed and synthesized by combining bioactive substructures.The antiviral activities of the derivatives against tobacco mosaic virus （TMV） and cucumber mosaic virus （CMV） were evaluated.Results showed that most of the derivatives showed antiviral activities.Compounds 3n and 3p exhibited excellent curative,protective and inactivation activities against TMV,with the EC50values of 452.4,416.2,241.2 and 438.7,418.6,261.7 μg·mL-1,respectively,which were better than those of ribavirin （585.8,436.0 and 268.7 μg·mL-1）.Compounds 3n and 3p showed remarkable curative and protective activities against CMV.Compound 3n showed a moderate affinity to TMV coat protein,with binding constant Ka and Kd values of 1.5 × 104 L·mol-1 and 79.8 μmol·L-1,respectively.These findings provided an important structural insight for further designs of highly active chalcone derivatives and a basis for further study on their mechanism of action.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag GmbH & Co. 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| subjects | Antiviral activity Antiviral agents Biocompatibility chalcone Coat protein cucumber mosaic virus Deactivation Derivatives Design Inactivation purine Ribavirin Substructures Tobacco tobacco mosaic virus Viruses |
| title | Design, Synthesis, and Antiviral Activity of Novel Chalcone Derivatives Containing a Purine Moiety |
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