Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13
Severe acute respiratory syndrome (SARS) is an infectious disease with a strong potential for transmission upon close personal contact and is caused by the SARS-coronavirus (CoV). However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV. We examined the inhi...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2012-06, Vol.22 (12), p.4049-4054 |
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| creator | Yu, Mi-Sun Lee, June Lee, Jin Moo Kim, Younggyu Chin, Young-Won Jee, Jun-Goo Keum, Young-Sam Jeong, Yong-Joo |
| description | Severe acute respiratory syndrome (SARS) is an infectious disease with a strong potential for transmission upon close personal contact and is caused by the SARS-coronavirus (CoV). However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV. We examined the inhibitory effects of 64 purified natural compounds against the activity of SARS helicase, nsP13, and the hepatitis C virus (HCV) helicase, NS3h, by conducting fluorescence resonance energy transfer (FRET)-based double-strand (ds) DNA unwinding assay or by using a colorimetry-based ATP hydrolysis assay. While none of the compounds, examined in our study inhibited the DNA unwinding activity or ATPase activity of human HCV helicase protein, we found that myricetin and scutellarein potently inhibit the SARS-CoV helicase protein in vitro by affecting the ATPase activity, but not the unwinding activity, nsP13. In addition, we observed that myricetin and scutellarein did not exhibit cytotoxicity against normal breast epithelial MCF10A cells. Our study demonstrates for the first time that selected naturally-occurring flavonoids, including myricetin and scultellarein might serve as SARS-CoV chemical inhibitors. |
| doi_str_mv | 10.1016/j.bmcl.2012.04.081 |
| format | Article |
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However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV. We examined the inhibitory effects of 64 purified natural compounds against the activity of SARS helicase, nsP13, and the hepatitis C virus (HCV) helicase, NS3h, by conducting fluorescence resonance energy transfer (FRET)-based double-strand (ds) DNA unwinding assay or by using a colorimetry-based ATP hydrolysis assay. While none of the compounds, examined in our study inhibited the DNA unwinding activity or ATPase activity of human HCV helicase protein, we found that myricetin and scutellarein potently inhibit the SARS-CoV helicase protein in vitro by affecting the ATPase activity, but not the unwinding activity, nsP13. In addition, we observed that myricetin and scutellarein did not exhibit cytotoxicity against normal breast epithelial MCF10A cells. Our study demonstrates for the first time that selected naturally-occurring flavonoids, including myricetin and scultellarein might serve as SARS-CoV chemical inhibitors.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2012.04.081</identifier><identifier>PMID: 22578462</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>adenosine triphosphate ; Adenosine Triphosphate - metabolism ; Adenosinetriphosphatase ; Antiviral Agents - chemistry ; Antiviral Agents - pharmacology ; Apigenin - chemistry ; Apigenin - pharmacology ; ATP ; Biological and medical sciences ; Breast - cytology ; Breast - drug effects ; Cell Line ; Cell Proliferation - drug effects ; chemical inhibitors ; Colorimetry ; Cytotoxicity ; DNA ; DNA - chemistry ; DNA helicase ; DNA Helicases - antagonists & inhibitors ; DNA Helicases - chemistry ; DNA Helicases - metabolism ; energy transfer ; Epithelial Cells - cytology ; Epithelial Cells - drug effects ; Female ; Flavonoids ; Flavonoids - chemistry ; Flavonoids - pharmacology ; fluorescence ; Fluorescence Resonance Energy Transfer ; Hepacivirus - drug effects ; Hepacivirus - enzymology ; Hepatitis C virus ; Humans ; Hydrolysis ; Infectious diseases ; Inhibitory Concentration 50 ; Kinetics ; Medical sciences ; Methyltransferases - antagonists & inhibitors ; Myricetin ; Pharmacology. Drug treatments ; SARS coronavirus ; SARS Virus - drug effects ; SARS Virus - enzymology ; SARS-coronavirus (SARS-CoV) helicase ; Scutellarein ; Severe acute respiratory syndrome ; Severe acute respiratory syndrome coronavirus ; Species Specificity ; Unwinding ; Viral Proteins - antagonists & inhibitors ; Viral Proteins - chemistry ; Viral Proteins - metabolism</subject><ispartof>Bioorganic & medicinal chemistry letters, 2012-06, Vol.22 (12), p.4049-4054</ispartof><rights>2012 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2012 Elsevier Ltd. All rights reserved.</rights><rights>Copyright © 2012 Elsevier Ltd. All rights reserved. 2012 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c641t-6efc884eaa688c69c3cbc3116f55552f3caf14952c9a80693437954f4d5709dd3</citedby><cites>FETCH-LOGICAL-c641t-6efc884eaa688c69c3cbc3116f55552f3caf14952c9a80693437954f4d5709dd3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2012.04.081$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,315,781,785,886,3551,27929,27930,46000</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=26103336$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22578462$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yu, Mi-Sun</creatorcontrib><creatorcontrib>Lee, June</creatorcontrib><creatorcontrib>Lee, Jin Moo</creatorcontrib><creatorcontrib>Kim, Younggyu</creatorcontrib><creatorcontrib>Chin, Young-Won</creatorcontrib><creatorcontrib>Jee, Jun-Goo</creatorcontrib><creatorcontrib>Keum, Young-Sam</creatorcontrib><creatorcontrib>Jeong, Yong-Joo</creatorcontrib><title>Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Severe acute respiratory syndrome (SARS) is an infectious disease with a strong potential for transmission upon close personal contact and is caused by the SARS-coronavirus (CoV). However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV. We examined the inhibitory effects of 64 purified natural compounds against the activity of SARS helicase, nsP13, and the hepatitis C virus (HCV) helicase, NS3h, by conducting fluorescence resonance energy transfer (FRET)-based double-strand (ds) DNA unwinding assay or by using a colorimetry-based ATP hydrolysis assay. While none of the compounds, examined in our study inhibited the DNA unwinding activity or ATPase activity of human HCV helicase protein, we found that myricetin and scutellarein potently inhibit the SARS-CoV helicase protein in vitro by affecting the ATPase activity, but not the unwinding activity, nsP13. In addition, we observed that myricetin and scutellarein did not exhibit cytotoxicity against normal breast epithelial MCF10A cells. Our study demonstrates for the first time that selected naturally-occurring flavonoids, including myricetin and scultellarein might serve as SARS-CoV chemical inhibitors.</description><subject>adenosine triphosphate</subject><subject>Adenosine Triphosphate - metabolism</subject><subject>Adenosinetriphosphatase</subject><subject>Antiviral Agents - chemistry</subject><subject>Antiviral Agents - pharmacology</subject><subject>Apigenin - chemistry</subject><subject>Apigenin - pharmacology</subject><subject>ATP</subject><subject>Biological and medical sciences</subject><subject>Breast - cytology</subject><subject>Breast - drug effects</subject><subject>Cell Line</subject><subject>Cell Proliferation - drug effects</subject><subject>chemical inhibitors</subject><subject>Colorimetry</subject><subject>Cytotoxicity</subject><subject>DNA</subject><subject>DNA - chemistry</subject><subject>DNA helicase</subject><subject>DNA Helicases - antagonists & inhibitors</subject><subject>DNA Helicases - chemistry</subject><subject>DNA Helicases - metabolism</subject><subject>energy transfer</subject><subject>Epithelial Cells - cytology</subject><subject>Epithelial Cells - drug effects</subject><subject>Female</subject><subject>Flavonoids</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - pharmacology</subject><subject>fluorescence</subject><subject>Fluorescence Resonance Energy Transfer</subject><subject>Hepacivirus - drug effects</subject><subject>Hepacivirus - enzymology</subject><subject>Hepatitis C virus</subject><subject>Humans</subject><subject>Hydrolysis</subject><subject>Infectious diseases</subject><subject>Inhibitory Concentration 50</subject><subject>Kinetics</subject><subject>Medical sciences</subject><subject>Methyltransferases - antagonists & inhibitors</subject><subject>Myricetin</subject><subject>Pharmacology. Drug treatments</subject><subject>SARS coronavirus</subject><subject>SARS Virus - drug effects</subject><subject>SARS Virus - enzymology</subject><subject>SARS-coronavirus (SARS-CoV) helicase</subject><subject>Scutellarein</subject><subject>Severe acute respiratory syndrome</subject><subject>Severe acute respiratory syndrome coronavirus</subject><subject>Species Specificity</subject><subject>Unwinding</subject><subject>Viral Proteins - antagonists & inhibitors</subject><subject>Viral Proteins - chemistry</subject><subject>Viral Proteins - metabolism</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkl2L1DAUhoMo7rj6B7zQ3Ahe2DFp0rQFEZbFj4UFxXHBu5A5PdlmaJPdpB3Yf2_KjKveiL0JNM97ck6eEPKcszVnXL3drbcjDOuS8XLN5Jo1_AFZcalkISSrHpIVaxUrmlb-OCFPUtoxxiWT8jE5KcuqbqQqV-T2okM_OevATC54Giwd76IDnJynxnc0wTzhMJiIy49EfdjjQKHHMUcG6nzvtm4KMS3RqUe6Ofu2oRBi8Gbv4pxoj0NGE76hPn3l4il5ZM2Q8NlxPSVXHz98P_9cXH75dHF-dlmAknwqFFpoGonGqKYB1YKALQjOla3yV1oBxnLZViW0pmGqFVLUbSWt7KqatV0nTsn7Q92beTtiB3nMaAZ9E91o4p0Oxum_d7zr9XXY65qXtRRNLvD6WCCG2xnTpEeXYLkLj2FOmjMhm1Ioxf4TZbzlGS0PKMSQUkR73xFnetGqd3rRqhetmkmdtebQiz9nuY_88piBV0fApKzFRuPBpd-cyh0IoTL38sBZE7S5jpm52uSTqvw2BKurZep3BwKzm73DqBM49ICdiwiT7oL7V6c_AYexywA</recordid><startdate>20120615</startdate><enddate>20120615</enddate><creator>Yu, Mi-Sun</creator><creator>Lee, June</creator><creator>Lee, Jin Moo</creator><creator>Kim, Younggyu</creator><creator>Chin, Young-Won</creator><creator>Jee, Jun-Goo</creator><creator>Keum, Young-Sam</creator><creator>Jeong, Yong-Joo</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><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>7QO</scope><scope>7TM</scope><scope>7U9</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>5PM</scope></search><sort><creationdate>20120615</creationdate><title>Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13</title><author>Yu, Mi-Sun ; Lee, June ; Lee, Jin Moo ; Kim, Younggyu ; Chin, Young-Won ; Jee, Jun-Goo ; Keum, Young-Sam ; Jeong, Yong-Joo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c641t-6efc884eaa688c69c3cbc3116f55552f3caf14952c9a80693437954f4d5709dd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>adenosine triphosphate</topic><topic>Adenosine Triphosphate - metabolism</topic><topic>Adenosinetriphosphatase</topic><topic>Antiviral Agents - chemistry</topic><topic>Antiviral Agents - pharmacology</topic><topic>Apigenin - chemistry</topic><topic>Apigenin - pharmacology</topic><topic>ATP</topic><topic>Biological and medical sciences</topic><topic>Breast - cytology</topic><topic>Breast - drug effects</topic><topic>Cell Line</topic><topic>Cell Proliferation - drug effects</topic><topic>chemical inhibitors</topic><topic>Colorimetry</topic><topic>Cytotoxicity</topic><topic>DNA</topic><topic>DNA - chemistry</topic><topic>DNA helicase</topic><topic>DNA Helicases - antagonists & inhibitors</topic><topic>DNA Helicases - chemistry</topic><topic>DNA Helicases - metabolism</topic><topic>energy transfer</topic><topic>Epithelial Cells - cytology</topic><topic>Epithelial Cells - drug effects</topic><topic>Female</topic><topic>Flavonoids</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - pharmacology</topic><topic>fluorescence</topic><topic>Fluorescence Resonance Energy Transfer</topic><topic>Hepacivirus - drug effects</topic><topic>Hepacivirus - enzymology</topic><topic>Hepatitis C virus</topic><topic>Humans</topic><topic>Hydrolysis</topic><topic>Infectious diseases</topic><topic>Inhibitory Concentration 50</topic><topic>Kinetics</topic><topic>Medical sciences</topic><topic>Methyltransferases - antagonists & inhibitors</topic><topic>Myricetin</topic><topic>Pharmacology. Drug treatments</topic><topic>SARS coronavirus</topic><topic>SARS Virus - drug effects</topic><topic>SARS Virus - enzymology</topic><topic>SARS-coronavirus (SARS-CoV) helicase</topic><topic>Scutellarein</topic><topic>Severe acute respiratory syndrome</topic><topic>Severe acute respiratory syndrome coronavirus</topic><topic>Species Specificity</topic><topic>Unwinding</topic><topic>Viral Proteins - antagonists & inhibitors</topic><topic>Viral Proteins - chemistry</topic><topic>Viral Proteins - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yu, Mi-Sun</creatorcontrib><creatorcontrib>Lee, June</creatorcontrib><creatorcontrib>Lee, Jin Moo</creatorcontrib><creatorcontrib>Kim, Younggyu</creatorcontrib><creatorcontrib>Chin, Young-Won</creatorcontrib><creatorcontrib>Jee, Jun-Goo</creatorcontrib><creatorcontrib>Keum, Young-Sam</creatorcontrib><creatorcontrib>Jeong, Yong-Joo</creatorcontrib><collection>AGRIS</collection><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>Biotechnology Research Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yu, Mi-Sun</au><au>Lee, June</au><au>Lee, Jin Moo</au><au>Kim, Younggyu</au><au>Chin, Young-Won</au><au>Jee, Jun-Goo</au><au>Keum, Young-Sam</au><au>Jeong, Yong-Joo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2012-06-15</date><risdate>2012</risdate><volume>22</volume><issue>12</issue><spage>4049</spage><epage>4054</epage><pages>4049-4054</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Severe acute respiratory syndrome (SARS) is an infectious disease with a strong potential for transmission upon close personal contact and is caused by the SARS-coronavirus (CoV). However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV. We examined the inhibitory effects of 64 purified natural compounds against the activity of SARS helicase, nsP13, and the hepatitis C virus (HCV) helicase, NS3h, by conducting fluorescence resonance energy transfer (FRET)-based double-strand (ds) DNA unwinding assay or by using a colorimetry-based ATP hydrolysis assay. While none of the compounds, examined in our study inhibited the DNA unwinding activity or ATPase activity of human HCV helicase protein, we found that myricetin and scutellarein potently inhibit the SARS-CoV helicase protein in vitro by affecting the ATPase activity, but not the unwinding activity, nsP13. In addition, we observed that myricetin and scutellarein did not exhibit cytotoxicity against normal breast epithelial MCF10A cells. Our study demonstrates for the first time that selected naturally-occurring flavonoids, including myricetin and scultellarein might serve as SARS-CoV chemical inhibitors.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>22578462</pmid><doi>10.1016/j.bmcl.2012.04.081</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| subjects | adenosine triphosphate Adenosine Triphosphate - metabolism Adenosinetriphosphatase Antiviral Agents - chemistry Antiviral Agents - pharmacology Apigenin - chemistry Apigenin - pharmacology ATP Biological and medical sciences Breast - cytology Breast - drug effects Cell Line Cell Proliferation - drug effects chemical inhibitors Colorimetry Cytotoxicity DNA DNA - chemistry DNA helicase DNA Helicases - antagonists & inhibitors DNA Helicases - chemistry DNA Helicases - metabolism energy transfer Epithelial Cells - cytology Epithelial Cells - drug effects Female Flavonoids Flavonoids - chemistry Flavonoids - pharmacology fluorescence Fluorescence Resonance Energy Transfer Hepacivirus - drug effects Hepacivirus - enzymology Hepatitis C virus Humans Hydrolysis Infectious diseases Inhibitory Concentration 50 Kinetics Medical sciences Methyltransferases - antagonists & inhibitors Myricetin Pharmacology. Drug treatments SARS coronavirus SARS Virus - drug effects SARS Virus - enzymology SARS-coronavirus (SARS-CoV) helicase Scutellarein Severe acute respiratory syndrome Severe acute respiratory syndrome coronavirus Species Specificity Unwinding Viral Proteins - antagonists & inhibitors Viral Proteins - chemistry Viral Proteins - metabolism |
| title | Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13 |
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