Ferulic acid derivatives with piperazine moiety as potential antiviral agents
Background Plant virus diseases are difficult to control and severely threaten the productivity of crops, which leads to huge financial losses. To discover the new antiviral drugs, 34 novel ferulic acid derivatives with piperazine moiety were synthesized, and the antiviral activities were systematic...
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| Veröffentlicht in: | Pest management science 2022-04, Vol.78 (4), p.1749-1758 |
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| container_title | Pest management science |
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| creator | Yuan, Ting Wang, Zhengxing Liu, Dan Zeng, Huanan Liang, Juncheng Hu, Deyu Gan, Xiuhai |
| description | Background
Plant virus diseases are difficult to control and severely threaten the productivity of crops, which leads to huge financial losses. To discover the new antiviral drugs, 34 novel ferulic acid derivatives with piperazine moiety were synthesized, and the antiviral activities were systematically screened as well.
Results
Bioassay results indicated that most of the target compounds had outstanding antiviral activities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) in vivo. In particular, compound E2 exhibited remarkable curative activities to TMV and CMV with EC50 values of 189.0 and 401.7 μg/mL compared to those for ningnanmycin (387.0, 519.3 μg/mL) and ribavirin (542.1, 721.5 μg/mL). And then the mechanisms of compound E2 were studied by chlorophyll content, differentially expressed proteins and genes tests.
Conclusion
The excellent antiviral activity of compound E2 was closely associated with the increase in host photosynthesis, which was confirmed by chlorophyll content, differentially expressed proteins and genes assays. Compound E2 can be considered as a lead structure for the discovery of new antiviral agents. © 2022 Society of Chemical Industry.
Novel ferulic acid derivatives with piperazine moiety were synthesized. Compound E2 had excellent antiviral activity due to enhanced photosynthesis by regulating the expressed levels of genes and proteins. |
| doi_str_mv | 10.1002/ps.6794 |
| format | Article |
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Plant virus diseases are difficult to control and severely threaten the productivity of crops, which leads to huge financial losses. To discover the new antiviral drugs, 34 novel ferulic acid derivatives with piperazine moiety were synthesized, and the antiviral activities were systematically screened as well.
Results
Bioassay results indicated that most of the target compounds had outstanding antiviral activities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) in vivo. In particular, compound E2 exhibited remarkable curative activities to TMV and CMV with EC50 values of 189.0 and 401.7 μg/mL compared to those for ningnanmycin (387.0, 519.3 μg/mL) and ribavirin (542.1, 721.5 μg/mL). And then the mechanisms of compound E2 were studied by chlorophyll content, differentially expressed proteins and genes tests.
Conclusion
The excellent antiviral activity of compound E2 was closely associated with the increase in host photosynthesis, which was confirmed by chlorophyll content, differentially expressed proteins and genes assays. Compound E2 can be considered as a lead structure for the discovery of new antiviral agents. © 2022 Society of Chemical Industry.
Novel ferulic acid derivatives with piperazine moiety were synthesized. Compound E2 had excellent antiviral activity due to enhanced photosynthesis by regulating the expressed levels of genes and proteins.</description><identifier>ISSN: 1526-498X</identifier><identifier>EISSN: 1526-4998</identifier><identifier>DOI: 10.1002/ps.6794</identifier><identifier>PMID: 35001496</identifier><language>eng</language><publisher>Chichester, UK: John Wiley & Sons, Ltd</publisher><subject>Antiviral activity ; Antiviral agents ; Antiviral Agents - chemistry ; Antiviral Agents - pharmacology ; Bioassays ; Chlorophyll ; Coumaric Acids ; cucumber mosaic virus ; Cucumovirus ; Drug Design ; Ferulic acid ; Genes ; In vivo methods and tests ; omics analysis ; Photosynthesis ; Piperazine ; Plant diseases ; Plant viruses ; Proteins ; Ribavirin ; Structure-Activity Relationship ; Tobacco ; Tobacco Mosaic Virus ; Viruses</subject><ispartof>Pest management science, 2022-04, Vol.78 (4), p.1749-1758</ispartof><rights>2022 Society of Chemical Industry.</rights><rights>Copyright © 2022 Society of Chemical Industry</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3834-d56f32be0fc48203fbbe8a31564876ead6102ca7b6706bbe73164c851495f7853</citedby><cites>FETCH-LOGICAL-c3834-d56f32be0fc48203fbbe8a31564876ead6102ca7b6706bbe73164c851495f7853</cites><orcidid>0000-0001-7843-371X ; 0000-0002-4070-0824</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fps.6794$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fps.6794$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,782,786,1419,27933,27934,45583,45584</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35001496$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yuan, Ting</creatorcontrib><creatorcontrib>Wang, Zhengxing</creatorcontrib><creatorcontrib>Liu, Dan</creatorcontrib><creatorcontrib>Zeng, Huanan</creatorcontrib><creatorcontrib>Liang, Juncheng</creatorcontrib><creatorcontrib>Hu, Deyu</creatorcontrib><creatorcontrib>Gan, Xiuhai</creatorcontrib><title>Ferulic acid derivatives with piperazine moiety as potential antiviral agents</title><title>Pest management science</title><addtitle>Pest Manag Sci</addtitle><description>Background
Plant virus diseases are difficult to control and severely threaten the productivity of crops, which leads to huge financial losses. To discover the new antiviral drugs, 34 novel ferulic acid derivatives with piperazine moiety were synthesized, and the antiviral activities were systematically screened as well.
Results
Bioassay results indicated that most of the target compounds had outstanding antiviral activities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) in vivo. In particular, compound E2 exhibited remarkable curative activities to TMV and CMV with EC50 values of 189.0 and 401.7 μg/mL compared to those for ningnanmycin (387.0, 519.3 μg/mL) and ribavirin (542.1, 721.5 μg/mL). And then the mechanisms of compound E2 were studied by chlorophyll content, differentially expressed proteins and genes tests.
Conclusion
The excellent antiviral activity of compound E2 was closely associated with the increase in host photosynthesis, which was confirmed by chlorophyll content, differentially expressed proteins and genes assays. Compound E2 can be considered as a lead structure for the discovery of new antiviral agents. © 2022 Society of Chemical Industry.
Novel ferulic acid derivatives with piperazine moiety were synthesized. Compound E2 had excellent antiviral activity due to enhanced photosynthesis by regulating the expressed levels of genes and proteins.</description><subject>Antiviral activity</subject><subject>Antiviral agents</subject><subject>Antiviral Agents - chemistry</subject><subject>Antiviral Agents - pharmacology</subject><subject>Bioassays</subject><subject>Chlorophyll</subject><subject>Coumaric Acids</subject><subject>cucumber mosaic virus</subject><subject>Cucumovirus</subject><subject>Drug Design</subject><subject>Ferulic acid</subject><subject>Genes</subject><subject>In vivo methods and tests</subject><subject>omics analysis</subject><subject>Photosynthesis</subject><subject>Piperazine</subject><subject>Plant diseases</subject><subject>Plant viruses</subject><subject>Proteins</subject><subject>Ribavirin</subject><subject>Structure-Activity Relationship</subject><subject>Tobacco</subject><subject>Tobacco Mosaic Virus</subject><subject>Viruses</subject><issn>1526-498X</issn><issn>1526-4998</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp10F1LwzAUBuAgitMp_gMpeKEgnflqmlzKcCpMFFTwrqTtqWb0y6TdmL_ezM1dCF6dQ_LwcngROiF4RDCmV60biVjxHXRAIipCrpTc3e7ybYAOnZthjJVSdB8NWIQx4UocoIcJ2L40WaAzkwc5WDPXnZmDCxam-wha04LVX6aGoGoMdMtAu6BtOqg7o8tA-zE3drW9-yd3hPYKXTo43swhep3cvIzvwunj7f34ehpmTDIe5pEoGE0BFxmXFLMiTUFqRiLBZSxA54Jgmuk4FTEW_i9mRPBMRv7kqIhlxIboYp3b2uazB9cllXEZlKWuoeldQgWREeaMK0_P_tBZ09vaX-cVk4oJQqlX52uV2cY5C0XSWlNpu0wITlYNJ61LVg17ebrJ69MK8q37rdSDyzVYmBKW_-UkT88_cd-ydoMK</recordid><startdate>202204</startdate><enddate>202204</enddate><creator>Yuan, Ting</creator><creator>Wang, Zhengxing</creator><creator>Liu, Dan</creator><creator>Zeng, Huanan</creator><creator>Liang, Juncheng</creator><creator>Hu, Deyu</creator><creator>Gan, Xiuhai</creator><general>John Wiley & Sons, Ltd</general><general>Wiley Subscription Services, Inc</general><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>7QR</scope><scope>7SS</scope><scope>7ST</scope><scope>7T7</scope><scope>7U7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>SOI</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7843-371X</orcidid><orcidid>https://orcid.org/0000-0002-4070-0824</orcidid></search><sort><creationdate>202204</creationdate><title>Ferulic acid derivatives with piperazine moiety as potential antiviral agents</title><author>Yuan, Ting ; Wang, Zhengxing ; Liu, Dan ; Zeng, Huanan ; Liang, Juncheng ; Hu, Deyu ; Gan, Xiuhai</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3834-d56f32be0fc48203fbbe8a31564876ead6102ca7b6706bbe73164c851495f7853</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Antiviral activity</topic><topic>Antiviral agents</topic><topic>Antiviral Agents - chemistry</topic><topic>Antiviral Agents - pharmacology</topic><topic>Bioassays</topic><topic>Chlorophyll</topic><topic>Coumaric Acids</topic><topic>cucumber mosaic virus</topic><topic>Cucumovirus</topic><topic>Drug Design</topic><topic>Ferulic acid</topic><topic>Genes</topic><topic>In vivo methods and tests</topic><topic>omics analysis</topic><topic>Photosynthesis</topic><topic>Piperazine</topic><topic>Plant diseases</topic><topic>Plant viruses</topic><topic>Proteins</topic><topic>Ribavirin</topic><topic>Structure-Activity Relationship</topic><topic>Tobacco</topic><topic>Tobacco Mosaic Virus</topic><topic>Viruses</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yuan, Ting</creatorcontrib><creatorcontrib>Wang, Zhengxing</creatorcontrib><creatorcontrib>Liu, Dan</creatorcontrib><creatorcontrib>Zeng, Huanan</creatorcontrib><creatorcontrib>Liang, Juncheng</creatorcontrib><creatorcontrib>Hu, Deyu</creatorcontrib><creatorcontrib>Gan, Xiuhai</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Chemoreception Abstracts</collection><collection>Entomology Abstracts (Full archive)</collection><collection>Environment Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Toxicology Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Environment Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Pest management science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yuan, Ting</au><au>Wang, Zhengxing</au><au>Liu, Dan</au><au>Zeng, Huanan</au><au>Liang, Juncheng</au><au>Hu, Deyu</au><au>Gan, Xiuhai</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ferulic acid derivatives with piperazine moiety as potential antiviral agents</atitle><jtitle>Pest management science</jtitle><addtitle>Pest Manag Sci</addtitle><date>2022-04</date><risdate>2022</risdate><volume>78</volume><issue>4</issue><spage>1749</spage><epage>1758</epage><pages>1749-1758</pages><issn>1526-498X</issn><eissn>1526-4998</eissn><abstract>Background
Plant virus diseases are difficult to control and severely threaten the productivity of crops, which leads to huge financial losses. To discover the new antiviral drugs, 34 novel ferulic acid derivatives with piperazine moiety were synthesized, and the antiviral activities were systematically screened as well.
Results
Bioassay results indicated that most of the target compounds had outstanding antiviral activities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) in vivo. In particular, compound E2 exhibited remarkable curative activities to TMV and CMV with EC50 values of 189.0 and 401.7 μg/mL compared to those for ningnanmycin (387.0, 519.3 μg/mL) and ribavirin (542.1, 721.5 μg/mL). And then the mechanisms of compound E2 were studied by chlorophyll content, differentially expressed proteins and genes tests.
Conclusion
The excellent antiviral activity of compound E2 was closely associated with the increase in host photosynthesis, which was confirmed by chlorophyll content, differentially expressed proteins and genes assays. Compound E2 can be considered as a lead structure for the discovery of new antiviral agents. © 2022 Society of Chemical Industry.
Novel ferulic acid derivatives with piperazine moiety were synthesized. Compound E2 had excellent antiviral activity due to enhanced photosynthesis by regulating the expressed levels of genes and proteins.</abstract><cop>Chichester, UK</cop><pub>John Wiley & Sons, Ltd</pub><pmid>35001496</pmid><doi>10.1002/ps.6794</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-7843-371X</orcidid><orcidid>https://orcid.org/0000-0002-4070-0824</orcidid></addata></record> |
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| subjects | Antiviral activity Antiviral agents Antiviral Agents - chemistry Antiviral Agents - pharmacology Bioassays Chlorophyll Coumaric Acids cucumber mosaic virus Cucumovirus Drug Design Ferulic acid Genes In vivo methods and tests omics analysis Photosynthesis Piperazine Plant diseases Plant viruses Proteins Ribavirin Structure-Activity Relationship Tobacco Tobacco Mosaic Virus Viruses |
| title | Ferulic acid derivatives with piperazine moiety as potential antiviral agents |
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