Characteristics of flavonoids as potent MERS-CoV 3C-like protease inhibitors.
Identifieur interne : 000642 ( PubMed/Checkpoint ); précédent : 000641; suivant : 000643Characteristics of flavonoids as potent MERS-CoV 3C-like protease inhibitors.
Auteurs : Seri Jo [Corée du Sud] ; Hyojin Kim [Corée du Sud] ; Suwon Kim [Corée du Sud] ; Dong Hae Shin [Corée du Sud] ; Mi-Sun Kim [Corée du Sud]Source :
- Chemical biology & drug design [ 1747-0285 ] ; 2019.
Abstract
Middle East respiratory syndrome-coronavirus (MERS-CoV) is a zoonotic virus transmitted between animals and human beings. It causes MERS with high mortality rate. However, no vaccine or specific treatment is currently available. Since antiviral activity of some flavonoids is known, we applied a flavonoid library to probe inhibitory compounds against MERS-CoV 3C-like protease (3CLpro). Herbacetin, isobavachalcone, quercetin 3-β-d-glucoside and helichrysetin were found to block the enzymatic activity of MERS-CoV 3CLpro. The binding of the four flavonoids was also confirmed independently using a tryptophan-based fluorescence method. The systematic comparison of the binding affinity of flavonoids made it possible to infer their scaffolds and functional groups required to bind with MERS-CoV 3CLpro. An induced-fit docking analysis revealed that S1 and S2 sites play a role in interaction with flavonoids. The experimental and computational study showed that flavonol and chalcone are favourite scaffolds to bind with the catalytic site of MERS-CoV 3CLpro. It was also deduced that some flavonoid derivatives with hydrophobic or carbohydrate attached to their core structures have a good inhibitory effect. Therefore, we suggest that flavonoids with these characteristics can be used as templates to develop potent MERS-CoV 3CLpro inhibitors.
DOI: 10.1111/cbdd.13604
PubMed: 31436895
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inhibitors.</title><author><name sortKey="Jo, Seri" sort="Jo, Seri" uniqKey="Jo S" first="Seri" last="Jo">Seri Jo</name><affiliation wicri:level="3"><nlm:affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul</wicri:regionArea><placeName><settlement type="city">Séoul</settlement><region type="capital">Région capitale de Séoul</region></placeName></affiliation></author><author><name sortKey="Kim, Hyojin" sort="Kim, Hyojin" uniqKey="Kim H" first="Hyojin" last="Kim">Hyojin Kim</name><affiliation wicri:level="3"><nlm:affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>College of Pharmacy and Graduates 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wicri:level="3"><nlm:affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul</wicri:regionArea><placeName><settlement type="city">Séoul</settlement><region type="capital">Région capitale de Séoul</region></placeName></affiliation></author><author><name sortKey="Kim, Mi Sun" sort="Kim, Mi Sun" uniqKey="Kim M" first="Mi-Sun" last="Kim">Mi-Sun Kim</name><affiliation wicri:level="3"><nlm:affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</nlm:affiliation><country xml:lang="fr">Corée du Sud</country><wicri:regionArea>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul</wicri:regionArea><placeName><settlement type="city">Séoul</settlement><region type="capital">Région capitale de Séoul</region></placeName></affiliation></author></analytic><series><title level="j">Chemical biology & drug design</title><idno type="eISSN">1747-0285</idno><imprint><date when="2019" type="published">2019</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Middle East respiratory syndrome-coronavirus (MERS-CoV) is a zoonotic virus transmitted between animals and human beings. It causes MERS with high mortality rate. However, no vaccine or specific treatment is currently available. Since antiviral activity of some flavonoids is known, we applied a flavonoid library to probe inhibitory compounds against MERS-CoV 3C-like protease (3CLpro). Herbacetin, isobavachalcone, quercetin 3-β-d-glucoside and helichrysetin were found to block the enzymatic activity of MERS-CoV 3CLpro. The binding of the four flavonoids was also confirmed independently using a tryptophan-based fluorescence method. The systematic comparison of the binding affinity of flavonoids made it possible to infer their scaffolds and functional groups required to bind with MERS-CoV 3CLpro. An induced-fit docking analysis revealed that S1 and S2 sites play a role in interaction with flavonoids. The experimental and computational study showed that flavonol and chalcone are favourite scaffolds to bind with the catalytic site of MERS-CoV 3CLpro. It was also deduced that some flavonoid derivatives with hydrophobic or carbohydrate attached to their core structures have a good inhibitory effect. Therefore, we suggest that flavonoids with these characteristics can be used as templates to develop potent MERS-CoV 3CLpro inhibitors.</div></front></TEI><pubmed><MedlineCitation Status="In-Data-Review" Owner="NLM"><PMID Version="1">31436895</PMID><DateRevised><Year>2020</Year><Month>04</Month><Day>18</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1747-0285</ISSN><JournalIssue CitedMedium="Internet"><Volume>94</Volume><Issue>6</Issue><PubDate><Year>2019</Year><Month>Dec</Month></PubDate></JournalIssue><Title>Chemical biology & drug design</Title><ISOAbbreviation>Chem Biol Drug Des</ISOAbbreviation></Journal><ArticleTitle>Characteristics of flavonoids as potent MERS-CoV 3C-like protease inhibitors.</ArticleTitle><Pagination><MedlinePgn>2023-2030</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1111/cbdd.13604</ELocationID><Abstract><AbstractText>Middle East respiratory syndrome-coronavirus (MERS-CoV) is a zoonotic virus transmitted between animals and human beings. It causes MERS with high mortality rate. However, no vaccine or specific treatment is currently available. Since antiviral activity of some flavonoids is known, we applied a flavonoid library to probe inhibitory compounds against MERS-CoV 3C-like protease (3CLpro). Herbacetin, isobavachalcone, quercetin 3-β-d-glucoside and helichrysetin were found to block the enzymatic activity of MERS-CoV 3CLpro. The binding of the four flavonoids was also confirmed independently using a tryptophan-based fluorescence method. The systematic comparison of the binding affinity of flavonoids made it possible to infer their scaffolds and functional groups required to bind with MERS-CoV 3CLpro. An induced-fit docking analysis revealed that S1 and S2 sites play a role in interaction with flavonoids. The experimental and computational study showed that flavonol and chalcone are favourite scaffolds to bind with the catalytic site of MERS-CoV 3CLpro. It was also deduced that some flavonoid derivatives with hydrophobic or carbohydrate attached to their core structures have a good inhibitory effect. Therefore, we suggest that flavonoids with these characteristics can be used as templates to develop potent MERS-CoV 3CLpro inhibitors.</AbstractText><CopyrightInformation>© 2019 John Wiley & Sons A/S.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Jo</LastName><ForeName>Seri</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Kim</LastName><ForeName>Hyojin</ForeName><Initials>H</Initials><AffiliationInfo><Affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Kim</LastName><ForeName>Suwon</ForeName><Initials>S</Initials><AffiliationInfo><Affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Shin</LastName><ForeName>Dong Hae</ForeName><Initials>DH</Initials><Identifier Source="ORCID">https://orcid.org/0000-0002-2205-1453</Identifier><AffiliationInfo><Affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Kim</LastName><ForeName>Mi-Sun</ForeName><Initials>MS</Initials><Identifier Source="ORCID">https://orcid.org/0000-0002-4092-4203</Identifier><AffiliationInfo><Affiliation>College of Pharmacy and Graduates School of Pharmaceutical Sciences, Ewha Womans University, Seoul, Korea.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><GrantList CompleteYN="Y"><Grant><GrantID>2018R1D1A1B07050781</GrantID><Agency>National Research Foundation of Korea</Agency><Country></Country></Grant><Grant><GrantID>2016R1A6A3A11935354</GrantID><Agency>National Research Foundation of Korea</Agency><Country></Country></Grant><Grant><GrantID>2018R1D1A1B07050942</GrantID><Agency>National Research Foundation of Korea</Agency><Country></Country></Grant><Grant><Agency>Ministry of Education, Science and Technology, Republic of Korea (MEST)</Agency><Country></Country></Grant><Grant><Agency>Brain Korea 21</Agency><Country></Country></Grant></GrantList><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2019</Year><Month>09</Month><Day>12</Day></ArticleDate></Article><MedlineJournalInfo><Country>England</Country><MedlineTA>Chem Biol Drug Des</MedlineTA><NlmUniqueID>101262549</NlmUniqueID><ISSNLinking>1747-0277</ISSNLinking></MedlineJournalInfo><CitationSubset>IM</CitationSubset><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">FRET</Keyword><Keyword 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