Melicopteline A–E, Unusual Cyclopeptide Alkaloids with Antiviral Activity against Influenza A Virus from Melicope pteleifolia
| العنوان: | Melicopteline A–E, Unusual Cyclopeptide Alkaloids with Antiviral Activity against Influenza A Virus from Melicope pteleifolia |
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| المؤلفون: | Eun Jin Park, Byeol Ryu, Ba-Wool Lee, Hee Ju Lee, Hyo Moon Cho, Thi Kim Quy Ha, Thi Phuong Doan, Won Keun Oh |
| المصدر: | The Journal of Organic Chemistry. 86:1437-1447 |
| بيانات النشر: | American Chemical Society (ACS), 2020. |
| سنة النشر: | 2020 |
| مصطلحات موضوعية: | chemistry.chemical_classification, Stereochemistry, viruses, Organic Chemistry, Tryptophan, virus diseases, Biological activity, medicine.disease_cause, Amino acid, Nucleophile, chemistry, Influenza A virus, medicine, Moiety, Fragmentation (cell biology), Selectivity |
| الوصف: | 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 (μM) of 2.57 ± 0.45 along with higher selectivity. |
| تدمد: | 1520-6904 0022-3263 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::ef7a053c3a4b9324990ee52cd2a030f6 https://doi.org/10.1021/acs.joc.0c02137 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi...........ef7a053c3a4b9324990ee52cd2a030f6 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15206904 00223263 |
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