(+)-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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Published inViruses Vol. 14; no. 10; p. 2154
Main Authors Filimonov, Aleksandr S., Yarovaya, Olga I., Zaykovskaya, Anna V., Rudometova, Nadezda B., Shcherbakov, Dmitriy N., Chirkova, Varvara Yu, Baev, Dmitry S., Borisevich, Sophia S., Luzina, Olga A., Pyankov, Oleg V., Maksyutov, Rinat A., Salakhutdinov, Nariman F.
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 29.09.2022
MDPI
Subjects
Acids
Antiviral activity
Antiviral agents
antiviral compound
Antiviral drugs
Chemical properties
Chemistry
Chromatography
Coronaviruses
COVID-19 vaccines
Dibenzofurans
Drugs
Enzymes
Fatalities
Glycoprotein S
Hemoglobin
Immunization
Influenza
main viral protease 3CLPro
molecular modeling
Molecular modelling
Pandemics
Pharmaceutical sciences
Potash
Potassium
Proteins
Severe acute respiratory syndrome coronavirus 2
Strains (organisms)
surface glycoprotein S
Testing
Usnic acid
virus SARS-CoV-2
Viruses
Russia
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Abstract 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 10 and 13 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.
AbstractList 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 10 and 13 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.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 10 and 13 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.
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 10 and 13 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.
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 10 and 13 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.
Audience Academic
Author Rudometova, Nadezda B.
Filimonov, Aleksandr S.
Chirkova, Varvara Yu
Maksyutov, Rinat A.
Luzina, Olga A.
Zaykovskaya, Anna V.
Shcherbakov, Dmitriy N.
Pyankov, Oleg V.
Baev, Dmitry S.
Salakhutdinov, Nariman F.
Yarovaya, Olga I.
Borisevich, Sophia S.
AuthorAffiliation 1 Department of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, 630090 Novosibirsk, Russia
4 Laboratory of Chemical Physics, Ufa Institute of Chemistry Ufa Federal Research Center, 450078 Ufa, Russia
2 State Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Yekaterinburg, Russia
3 Department of Physical-Chemistry Biology and Biotechnology, Altay State University, 656049 Barnaul, Russia
AuthorAffiliation_xml – name: 4 Laboratory of Chemical Physics, Ufa Institute of Chemistry Ufa Federal Research Center, 450078 Ufa, Russia
– name: 2 State Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Yekaterinburg, Russia
– name: 1 Department of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, 630090 Novosibirsk, Russia
– name: 3 Department of Physical-Chemistry Biology and Biotechnology, Altay State University, 656049 Barnaul, Russia
Author_xml – sequence: 1
  givenname: Aleksandr S.
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  surname: Filimonov
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  surname: Salakhutdinov
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Snippet In order to test the antiviral activity, a series of usnic acid derivatives were synthesized, including new, previously undescribed compounds. The activity of...
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StartPage 2154
SubjectTerms Acids
Antiviral activity
Antiviral agents
antiviral compound
Antiviral drugs
Chemical properties
Chemistry
Chromatography
Coronaviruses
COVID-19 vaccines
Dibenzofurans
Drugs
Enzymes
Fatalities
Glycoprotein S
Hemoglobin
Immunization
Influenza
main viral protease 3CLPro
molecular modeling
Molecular modelling
Pandemics
Pharmaceutical sciences
Potash
Potassium
Proteins
Severe acute respiratory syndrome coronavirus 2
Strains (organisms)
surface glycoprotein S
Testing
Usnic acid
virus SARS-CoV-2
Viruses
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Title (+)-Usnic Acid and Its Derivatives as Inhibitors of a Wide Spectrum of SARS-CoV-2 Viruses
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https://www.proquest.com/docview/2729519665
https://pubmed.ncbi.nlm.nih.gov/PMC9611092
https://doaj.org/article/76f774f4204142e9bc4b2b0c5d7f7224
Volume 14
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