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Melicopteline A-E, Unusual Cyclopeptide Alkaloids with Antiviral Activity against Influenza A Virus from Melicope pteleifolia
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Lee, Ba Wool | - |
dc.contributor.author | Ha, Thi Kim Quy | - |
dc.contributor.author | Park, Eun Jin | - |
dc.contributor.author | Cho, Hyo Moon | - |
dc.contributor.author | Ryu, Byeol | - |
dc.contributor.author | Doan, Thi Phuong | - |
dc.contributor.author | Lee, Hee Ju | - |
dc.contributor.author | Oh, Won Keun | - |
dc.date.accessioned | 2023-04-19T02:08:28Z | - |
dc.date.available | 2023-04-19T02:08:28Z | - |
dc.date.created | 2021-06-02 | - |
dc.date.issued | 2021-01 | - |
dc.identifier.citation | Journal of Organic Chemistry, Vol.86 No.2, pp.1437-1447 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | https://hdl.handle.net/10371/190461 | - |
dc.description.abstract | In the search for antiviral cyclopeptides against influenza A virus, five unprecedented Caryophyllaceae-type cyclopeptides (1-5) were isolated from the leaves of Melicope pteleifolia. Their chemical structures and absolute configurations were unambiguously determined by means of advanced Marfey's analysis and comprehensive spectroscopic analyses including two-dimensional nuclear magnetic resonance and MS/MS fragmentation. Interestingly, compounds 3-5 contain an unusual heterocycle, a 3a-hydroxypyrroloindole moiety, which was biosynthetically formed by a nucleophilic cyclization from the least abundant amino acid, tryptophan, precursor and has aroused a great interest in the aspect of chemical diversity and biological activity. All isolates (1-5) were evaluated for their protective effects against influenza A viruses H1N1 and H9N2 in MDCK cells. All isolated cyclopeptides exhibited strong anti-influenza activity, especially against H1N1. Compound 3 showed the most potent CPE inhibition effect, which was stronger than that of the positive control ribavirin against H1N1, with an EC50 (mu M) of 2.57 +/- 0.45 along with higher selectivity. | - |
dc.language | 영어 | - |
dc.publisher | American Chemical Society | - |
dc.title | Melicopteline A-E, Unusual Cyclopeptide Alkaloids with Antiviral Activity against Influenza A Virus from Melicope pteleifolia | - |
dc.type | Article | - |
dc.identifier.doi | 10.1021/acs.joc.0c02137 | - |
dc.citation.journaltitle | Journal of Organic Chemistry | - |
dc.identifier.wosid | 000643595200010 | - |
dc.identifier.scopusid | 2-s2.0-85099109145 | - |
dc.citation.endpage | 1447 | - |
dc.citation.number | 2 | - |
dc.citation.startpage | 1437 | - |
dc.citation.volume | 86 | - |
dc.description.isOpenAccess | N | - |
dc.contributor.affiliatedAuthor | Oh, Won Keun | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.subject.keywordPlus | ABSOLUTE-CONFIGURATION | - |
dc.subject.keywordPlus | CONSTITUENTS | - |
dc.subject.keywordPlus | TRYPTOPHAN | - |
dc.subject.keywordPlus | PROLINE | - |
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