Design, Synthesis, and Anti-ToCV Activity of Novel Pyrimidine Derivatives Bearing a Dithioacetal Moiety that Targets ToCV Coat Protein
Novel pyrimidine sulfide derivatives containing a dithioacetal and strobilurin moiety were designed and synthesized. Their antiviral activities against tomato chlorosis virus (ToCV) were investigated through the tomato chlorosis virus coat protein (ToCVCP)-oriented screening method. Microscale therm...
Gespeichert in:
| Veröffentlicht in: | Journal of agricultural and food chemistry 2020-06, Vol.68 (23), p.6280-6285 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 6285 |
|---|---|
| container_issue | 23 |
| container_start_page | 6280 |
| container_title | Journal of agricultural and food chemistry |
| container_volume | 68 |
| creator | Zan, Ningning Xie, Dandan Li, Miao Jiang, Donghao Song, Baoan |
| description | Novel pyrimidine sulfide derivatives containing a dithioacetal and strobilurin moiety were designed and synthesized. Their antiviral activities against tomato chlorosis virus (ToCV) were investigated through the tomato chlorosis virus coat protein (ToCVCP)-oriented screening method. Microscale thermophoresis was used to study the interaction between the compound and the ToCVCP. Compounds
and
interacted better with ToCVCP than the other compounds and had dissociation constant (
) values of 0.09 and 0.06 μM, respectively. These values were lower than those of the control agents,
(0.19 μM) and
(6.54 μM), which indicated that the compounds had a strong binding effect with ToCVCP. Quantitative real-time polymerase chain reaction was used to evaluate the role of compounds
and
in the gene regulation of ToCVCP. Both compounds significantly reduced the expression level of the ToCVCP gene in
with reduction values of 88 and 83%, which were better than those of
(65%) and lead compound
(73%). Pyrimidine sulfide containing a dithioacetal and strobilurin moiety is significant in the research and development of novel anti-ToCV agents. |
| doi_str_mv | 10.1021/acs.jafc.0c00987 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2394895969</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2394895969</sourcerecordid><originalsourceid>FETCH-LOGICAL-c299t-84bc1cbf1948f48b2f8849a41beff8956a92a83136414a2b575d1afe38bca8e3</originalsourceid><addsrcrecordid>eNo9kMtOAjEUhhujUbzsXZkuXTDYTmegXSJ4S7yQSNxOzpRTqBmm2hYSXsDntgq6Os3p_3_J-Qg556zHWc6vQIfeOxjdY5oxJQd7pMPLnGUl53KfdFjKZLLs8yNyHMI7Y0yWA3ZIjkQuRPosOuRrjMHO2y593bRxkd6hS6Gd0WEbbTZ1ozc61NGubdxQZ-izW2NDJxtvl3ZmW6Rj9HYNKYCBXiN4284p0LGNC-tAY4SGPjmLqR0XEOkU_BxjoL_gkUubiXcRbXtKDgw0Ac9284RMb2-mo_vs8eXuYTR8zHSuVMxkUWuua8NVIU0h69xIWSgoeI3GSFX2QeUgBRf9gheQ1-WgnHEwKGStQaI4IZdb7Id3nysMsVraoLFpoEW3ClUuEliVqq9SlG2j2rsQPJrqI10NflNxVv3Ir5L86kd-tZOfKhc7-qpe4uy_8GdbfAMhVoLT</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2394895969</pqid></control><display><type>article</type><title>Design, Synthesis, and Anti-ToCV Activity of Novel Pyrimidine Derivatives Bearing a Dithioacetal Moiety that Targets ToCV Coat Protein</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Zan, Ningning ; Xie, Dandan ; Li, Miao ; Jiang, Donghao ; Song, Baoan</creator><creatorcontrib>Zan, Ningning ; Xie, Dandan ; Li, Miao ; Jiang, Donghao ; Song, Baoan</creatorcontrib><description>Novel pyrimidine sulfide derivatives containing a dithioacetal and strobilurin moiety were designed and synthesized. Their antiviral activities against tomato chlorosis virus (ToCV) were investigated through the tomato chlorosis virus coat protein (ToCVCP)-oriented screening method. Microscale thermophoresis was used to study the interaction between the compound and the ToCVCP. Compounds
and
interacted better with ToCVCP than the other compounds and had dissociation constant (
) values of 0.09 and 0.06 μM, respectively. These values were lower than those of the control agents,
(0.19 μM) and
(6.54 μM), which indicated that the compounds had a strong binding effect with ToCVCP. Quantitative real-time polymerase chain reaction was used to evaluate the role of compounds
and
in the gene regulation of ToCVCP. Both compounds significantly reduced the expression level of the ToCVCP gene in
with reduction values of 88 and 83%, which were better than those of
(65%) and lead compound
(73%). Pyrimidine sulfide containing a dithioacetal and strobilurin moiety is significant in the research and development of novel anti-ToCV agents.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/acs.jafc.0c00987</identifier><identifier>PMID: 32330024</identifier><language>eng</language><publisher>United States</publisher><subject>Antiviral Agents - chemical synthesis ; Antiviral Agents - chemistry ; Antiviral Agents - pharmacology ; Capsid Proteins - antagonists & inhibitors ; Capsid Proteins - genetics ; Capsid Proteins - metabolism ; Crinivirus - drug effects ; Crinivirus - genetics ; Crinivirus - metabolism ; Drug Design ; Kinetics ; Nicotiana - virology ; Plant Diseases - virology ; Pyrimidines - chemistry ; Pyrimidines - pharmacology ; Structure-Activity Relationship</subject><ispartof>Journal of agricultural and food chemistry, 2020-06, Vol.68 (23), p.6280-6285</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c299t-84bc1cbf1948f48b2f8849a41beff8956a92a83136414a2b575d1afe38bca8e3</citedby><cites>FETCH-LOGICAL-c299t-84bc1cbf1948f48b2f8849a41beff8956a92a83136414a2b575d1afe38bca8e3</cites><orcidid>0000-0002-4237-6167</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,2765,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32330024$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Zan, Ningning</creatorcontrib><creatorcontrib>Xie, Dandan</creatorcontrib><creatorcontrib>Li, Miao</creatorcontrib><creatorcontrib>Jiang, Donghao</creatorcontrib><creatorcontrib>Song, Baoan</creatorcontrib><title>Design, Synthesis, and Anti-ToCV Activity of Novel Pyrimidine Derivatives Bearing a Dithioacetal Moiety that Targets ToCV Coat Protein</title><title>Journal of agricultural and food chemistry</title><addtitle>J Agric Food Chem</addtitle><description>Novel pyrimidine sulfide derivatives containing a dithioacetal and strobilurin moiety were designed and synthesized. Their antiviral activities against tomato chlorosis virus (ToCV) were investigated through the tomato chlorosis virus coat protein (ToCVCP)-oriented screening method. Microscale thermophoresis was used to study the interaction between the compound and the ToCVCP. Compounds
and
interacted better with ToCVCP than the other compounds and had dissociation constant (
) values of 0.09 and 0.06 μM, respectively. These values were lower than those of the control agents,
(0.19 μM) and
(6.54 μM), which indicated that the compounds had a strong binding effect with ToCVCP. Quantitative real-time polymerase chain reaction was used to evaluate the role of compounds
and
in the gene regulation of ToCVCP. Both compounds significantly reduced the expression level of the ToCVCP gene in
with reduction values of 88 and 83%, which were better than those of
(65%) and lead compound
(73%). Pyrimidine sulfide containing a dithioacetal and strobilurin moiety is significant in the research and development of novel anti-ToCV agents.</description><subject>Antiviral Agents - chemical synthesis</subject><subject>Antiviral Agents - chemistry</subject><subject>Antiviral Agents - pharmacology</subject><subject>Capsid Proteins - antagonists & inhibitors</subject><subject>Capsid Proteins - genetics</subject><subject>Capsid Proteins - metabolism</subject><subject>Crinivirus - drug effects</subject><subject>Crinivirus - genetics</subject><subject>Crinivirus - metabolism</subject><subject>Drug Design</subject><subject>Kinetics</subject><subject>Nicotiana - virology</subject><subject>Plant Diseases - virology</subject><subject>Pyrimidines - chemistry</subject><subject>Pyrimidines - pharmacology</subject><subject>Structure-Activity Relationship</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kMtOAjEUhhujUbzsXZkuXTDYTmegXSJ4S7yQSNxOzpRTqBmm2hYSXsDntgq6Os3p_3_J-Qg556zHWc6vQIfeOxjdY5oxJQd7pMPLnGUl53KfdFjKZLLs8yNyHMI7Y0yWA3ZIjkQuRPosOuRrjMHO2y593bRxkd6hS6Gd0WEbbTZ1ozc61NGubdxQZ-izW2NDJxtvl3ZmW6Rj9HYNKYCBXiN4284p0LGNC-tAY4SGPjmLqR0XEOkU_BxjoL_gkUubiXcRbXtKDgw0Ac9284RMb2-mo_vs8eXuYTR8zHSuVMxkUWuua8NVIU0h69xIWSgoeI3GSFX2QeUgBRf9gheQ1-WgnHEwKGStQaI4IZdb7Id3nysMsVraoLFpoEW3ClUuEliVqq9SlG2j2rsQPJrqI10NflNxVv3Ir5L86kd-tZOfKhc7-qpe4uy_8GdbfAMhVoLT</recordid><startdate>20200610</startdate><enddate>20200610</enddate><creator>Zan, Ningning</creator><creator>Xie, Dandan</creator><creator>Li, Miao</creator><creator>Jiang, Donghao</creator><creator>Song, Baoan</creator><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><orcidid>https://orcid.org/0000-0002-4237-6167</orcidid></search><sort><creationdate>20200610</creationdate><title>Design, Synthesis, and Anti-ToCV Activity of Novel Pyrimidine Derivatives Bearing a Dithioacetal Moiety that Targets ToCV Coat Protein</title><author>Zan, Ningning ; Xie, Dandan ; Li, Miao ; Jiang, Donghao ; Song, Baoan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c299t-84bc1cbf1948f48b2f8849a41beff8956a92a83136414a2b575d1afe38bca8e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Antiviral Agents - chemical synthesis</topic><topic>Antiviral Agents - chemistry</topic><topic>Antiviral Agents - pharmacology</topic><topic>Capsid Proteins - antagonists & inhibitors</topic><topic>Capsid Proteins - genetics</topic><topic>Capsid Proteins - metabolism</topic><topic>Crinivirus - drug effects</topic><topic>Crinivirus - genetics</topic><topic>Crinivirus - metabolism</topic><topic>Drug Design</topic><topic>Kinetics</topic><topic>Nicotiana - virology</topic><topic>Plant Diseases - virology</topic><topic>Pyrimidines - chemistry</topic><topic>Pyrimidines - pharmacology</topic><topic>Structure-Activity Relationship</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zan, Ningning</creatorcontrib><creatorcontrib>Xie, Dandan</creatorcontrib><creatorcontrib>Li, Miao</creatorcontrib><creatorcontrib>Jiang, Donghao</creatorcontrib><creatorcontrib>Song, Baoan</creatorcontrib><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>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zan, Ningning</au><au>Xie, Dandan</au><au>Li, Miao</au><au>Jiang, Donghao</au><au>Song, Baoan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, Synthesis, and Anti-ToCV Activity of Novel Pyrimidine Derivatives Bearing a Dithioacetal Moiety that Targets ToCV Coat Protein</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J Agric Food Chem</addtitle><date>2020-06-10</date><risdate>2020</risdate><volume>68</volume><issue>23</issue><spage>6280</spage><epage>6285</epage><pages>6280-6285</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><abstract>Novel pyrimidine sulfide derivatives containing a dithioacetal and strobilurin moiety were designed and synthesized. Their antiviral activities against tomato chlorosis virus (ToCV) were investigated through the tomato chlorosis virus coat protein (ToCVCP)-oriented screening method. Microscale thermophoresis was used to study the interaction between the compound and the ToCVCP. Compounds
and
interacted better with ToCVCP than the other compounds and had dissociation constant (
) values of 0.09 and 0.06 μM, respectively. These values were lower than those of the control agents,
(0.19 μM) and
(6.54 μM), which indicated that the compounds had a strong binding effect with ToCVCP. Quantitative real-time polymerase chain reaction was used to evaluate the role of compounds
and
in the gene regulation of ToCVCP. Both compounds significantly reduced the expression level of the ToCVCP gene in
with reduction values of 88 and 83%, which were better than those of
(65%) and lead compound
(73%). Pyrimidine sulfide containing a dithioacetal and strobilurin moiety is significant in the research and development of novel anti-ToCV agents.</abstract><cop>United States</cop><pmid>32330024</pmid><doi>10.1021/acs.jafc.0c00987</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-4237-6167</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0021-8561 |
| ispartof | Journal of agricultural and food chemistry, 2020-06, Vol.68 (23), p.6280-6285 |
| issn | 0021-8561 1520-5118 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2394895969 |
| source | MEDLINE; American Chemical Society Journals |
| subjects | Antiviral Agents - chemical synthesis Antiviral Agents - chemistry Antiviral Agents - pharmacology Capsid Proteins - antagonists & inhibitors Capsid Proteins - genetics Capsid Proteins - metabolism Crinivirus - drug effects Crinivirus - genetics Crinivirus - metabolism Drug Design Kinetics Nicotiana - virology Plant Diseases - virology Pyrimidines - chemistry Pyrimidines - pharmacology Structure-Activity Relationship |
| title | Design, Synthesis, and Anti-ToCV Activity of Novel Pyrimidine Derivatives Bearing a Dithioacetal Moiety that Targets ToCV Coat Protein |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-18T19%3A34%3A30IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Design,%20Synthesis,%20and%20Anti-ToCV%20Activity%20of%20Novel%20Pyrimidine%20Derivatives%20Bearing%20a%20Dithioacetal%20Moiety%20that%20Targets%20ToCV%20Coat%20Protein&rft.jtitle=Journal%20of%20agricultural%20and%20food%20chemistry&rft.au=Zan,%20Ningning&rft.date=2020-06-10&rft.volume=68&rft.issue=23&rft.spage=6280&rft.epage=6285&rft.pages=6280-6285&rft.issn=0021-8561&rft.eissn=1520-5118&rft_id=info:doi/10.1021/acs.jafc.0c00987&rft_dat=%3Cproquest_cross%3E2394895969%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2394895969&rft_id=info:pmid/32330024&rfr_iscdi=true |