(+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses
In order to test the antiviral activity, a series of usnic acid derivatives were synthesized, including new, previously undescribed compounds. The activity of the derivatives against three strains of SARS-CoV-2 virus was studied. To understand the mechanism of antiviral action, the inhibitory activi...
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| Format: | Article |
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MDPI AG
2022-09-01
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| Online Access: | https://www.mdpi.com/1999-4915/14/10/2154 |
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| author | Aleksandr S. Filimonov Olga I. Yarovaya Anna V. Zaykovskaya Nadezda B. Rudometova Dmitriy N. Shcherbakov Varvara Yu. Chirkova Dmitry S. Baev Sophia S. Borisevich Olga A. Luzina Oleg V. Pyankov Rinat A. Maksyutov Nariman F. Salakhutdinov |
| author_facet | Aleksandr S. Filimonov Olga I. Yarovaya Anna V. Zaykovskaya Nadezda B. Rudometova Dmitriy N. Shcherbakov Varvara Yu. Chirkova Dmitry S. Baev Sophia S. Borisevich Olga A. Luzina Oleg V. Pyankov Rinat A. Maksyutov Nariman F. Salakhutdinov |
| author_sort | Aleksandr S. Filimonov |
| collection | DOAJ |
| description | In order to test the antiviral activity, a series of usnic acid derivatives were synthesized, including new, previously undescribed compounds. The activity of the derivatives against three strains of SARS-CoV-2 virus was studied. To understand the mechanism of antiviral action, the inhibitory activity of the main protease of SARS-CoV-2 virus was studied using the developed model as well as the antiviral activity against the pseudoviral system with glycoprotein S of SARS-CoV-2 virus on its surface. It was shown that usnic acid exhibits activity against three strains of SARS-CoV-2 virus: Wuhan, Delta, and Omicron. Compounds <b>10</b> and <b>13</b> also showed high activity against the three strains. The performed biological studies and molecular modeling allowed us to assume that the derivatives of usnic acid bind in the N-terminal domain of the surface glycoprotein S at the binding site of the hemoglobin decay metabolite. |
| first_indexed | 2024-03-09T19:24:01Z |
| format | Article |
| id | doaj.art-76f774f4204142e9bc4b2b0c5d7f7224 |
| institution | Directory Open Access Journal |
| issn | 1999-4915 |
| language | English |
| last_indexed | 2024-03-09T19:24:01Z |
| publishDate | 2022-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Viruses |
| spelling | doaj.art-76f774f4204142e9bc4b2b0c5d7f72242023-11-24T03:08:23ZengMDPI AGViruses1999-49152022-09-011410215410.3390/v14102154(+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 VirusesAleksandr S. Filimonov0Olga I. Yarovaya1Anna V. Zaykovskaya2Nadezda B. Rudometova3Dmitriy N. Shcherbakov4Varvara Yu. Chirkova5Dmitry S. Baev6Sophia S. Borisevich7Olga A. Luzina8Oleg V. Pyankov9Rinat A. Maksyutov10Nariman F. Salakhutdinov11Department of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, 630090 Novosibirsk, RussiaDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, 630090 Novosibirsk, RussiaState Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Yekaterinburg, RussiaState Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Yekaterinburg, RussiaState Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Yekaterinburg, RussiaDepartment of Physical-Chemistry Biology and Biotechnology, Altay State University, 656049 Barnaul, RussiaDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, 630090 Novosibirsk, RussiaLaboratory of Chemical Physics, Ufa Institute of Chemistry Ufa Federal Research Center, 450078 Ufa, RussiaDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, 630090 Novosibirsk, RussiaState Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Yekaterinburg, RussiaState Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Yekaterinburg, RussiaDepartment of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, 630090 Novosibirsk, RussiaIn order to test the antiviral activity, a series of usnic acid derivatives were synthesized, including new, previously undescribed compounds. The activity of the derivatives against three strains of SARS-CoV-2 virus was studied. To understand the mechanism of antiviral action, the inhibitory activity of the main protease of SARS-CoV-2 virus was studied using the developed model as well as the antiviral activity against the pseudoviral system with glycoprotein S of SARS-CoV-2 virus on its surface. It was shown that usnic acid exhibits activity against three strains of SARS-CoV-2 virus: Wuhan, Delta, and Omicron. Compounds <b>10</b> and <b>13</b> also showed high activity against the three strains. The performed biological studies and molecular modeling allowed us to assume that the derivatives of usnic acid bind in the N-terminal domain of the surface glycoprotein S at the binding site of the hemoglobin decay metabolite.https://www.mdpi.com/1999-4915/14/10/2154usnic acidvirus SARS-CoV-2main viral protease 3CLProsurface glycoprotein Smolecular modelingantiviral compound |
| spellingShingle | Aleksandr S. Filimonov Olga I. Yarovaya Anna V. Zaykovskaya Nadezda B. Rudometova Dmitriy N. Shcherbakov Varvara Yu. Chirkova Dmitry S. Baev Sophia S. Borisevich Olga A. Luzina Oleg V. Pyankov Rinat A. Maksyutov Nariman F. Salakhutdinov (+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses Viruses usnic acid virus SARS-CoV-2 main viral protease 3CLPro surface glycoprotein S molecular modeling antiviral compound |
| title | (+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses |
| title_full | (+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses |
| title_fullStr | (+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses |
| title_full_unstemmed | (+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses |
| title_short | (+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses |
| title_sort | usnic acid and its derivatives as inhibitors of a wide spectrum of sars cov 2 viruses |
| topic | usnic acid virus SARS-CoV-2 main viral protease 3CLPro surface glycoprotein S molecular modeling antiviral compound |
| url | https://www.mdpi.com/1999-4915/14/10/2154 |
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