Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies
Influenza remains one of the most widespread infections, causing an annual illness in adults and children. Therefore, the search for new antiviral drugs is one of the priorities of practical health care. Eight isorhamnetin glycosides were purified from Persicaria species, characterized by nuclear ma...
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| Format: | Article |
| Language: | English |
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American Chemical Society
2023
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| Online Access: | http://eprints.utm.my/104869/1/JoazaizulfazliJamalis2023_NaturallyOccurringIsorhamnetinGlycosidesasPotential.pdf |
| _version_ | 1796867742505107456 |
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| author | Bogoyavlenskiy, Andrey Zaitseva, Irina Alexyuk, Pavel Alexyuk, Madina Omirtaeva, Elmira Manakbayeva, Adolat Moldakhanov, Yergali Anarkulova, Elmira Imangazy, Anar Berezin, Vladimir Korulkin, Dmitry Hasan, Aso Hameed Noamaan, Mahmoud Jamalis, Joazaizulfazli |
| author_facet | Bogoyavlenskiy, Andrey Zaitseva, Irina Alexyuk, Pavel Alexyuk, Madina Omirtaeva, Elmira Manakbayeva, Adolat Moldakhanov, Yergali Anarkulova, Elmira Imangazy, Anar Berezin, Vladimir Korulkin, Dmitry Hasan, Aso Hameed Noamaan, Mahmoud Jamalis, Joazaizulfazli |
| author_sort | Bogoyavlenskiy, Andrey |
| collection | ePrints |
| description | Influenza remains one of the most widespread infections, causing an annual illness in adults and children. Therefore, the search for new antiviral drugs is one of the priorities of practical health care. Eight isorhamnetin glycosides were purified from Persicaria species, characterized by nuclear magnetic resonance spectroscopy and mass spectrometry and then evaluated as potential agents against influenza virus. A comprehensive in vitro and in vivo assessment of the compounds revealed that compound 5 displayed the most potent inhibitory activity with an EC50 value of 1.2-1.3 µM, better than standard drugs (isorhamnetin 28.0-56.0 µM and oseltamivir 1.3-9.1 µM). Molecular docking results also revealed that compound 5 has the lowest binding energy (-10.7 kcal/mol) among the tested compounds and isorhamnetin (-8.1 kcal/mol). The ability of the isorhamnetin glycosides to suppress the reproduction of the influenza virus was studied on a model of a cell culture and chicken embryos. The ability of active compounds to influence the structure of the virion, as well as the activity of hemagglutinin and neuraminidase, has been demonstrated. Compound 1, 5, and 6 demonstrated the most effective inhibition of virus replication for all tested viruses. Molecular dynamics simulation techniques were run for 100 ns for compound 5 with two protein receptors Hem (1RUY) and Neu (3BEQ). These results revealed that the Hem-complex system acquired a relatively more stable conformation and even better descriptors than the other Neu-complex studied systems, suggesting that it can be an effective inhibiting drug toward hemagglutinin than neuraminidase inhibition. Based on the reported results, compound 5 can be a good candidate to be evaluated for effectiveness in preclinical testing. |
| first_indexed | 2024-04-09T03:45:25Z |
| format | Article |
| id | utm.eprints-104869 |
| institution | Universiti Teknologi Malaysia - ePrints |
| language | English |
| last_indexed | 2024-04-09T03:45:25Z |
| publishDate | 2023 |
| publisher | American Chemical Society |
| record_format | dspace |
| spelling | utm.eprints-1048692024-03-25T09:09:14Z http://eprints.utm.my/104869/ Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies Bogoyavlenskiy, Andrey Zaitseva, Irina Alexyuk, Pavel Alexyuk, Madina Omirtaeva, Elmira Manakbayeva, Adolat Moldakhanov, Yergali Anarkulova, Elmira Imangazy, Anar Berezin, Vladimir Korulkin, Dmitry Hasan, Aso Hameed Noamaan, Mahmoud Jamalis, Joazaizulfazli QD Chemistry Influenza remains one of the most widespread infections, causing an annual illness in adults and children. Therefore, the search for new antiviral drugs is one of the priorities of practical health care. Eight isorhamnetin glycosides were purified from Persicaria species, characterized by nuclear magnetic resonance spectroscopy and mass spectrometry and then evaluated as potential agents against influenza virus. A comprehensive in vitro and in vivo assessment of the compounds revealed that compound 5 displayed the most potent inhibitory activity with an EC50 value of 1.2-1.3 µM, better than standard drugs (isorhamnetin 28.0-56.0 µM and oseltamivir 1.3-9.1 µM). Molecular docking results also revealed that compound 5 has the lowest binding energy (-10.7 kcal/mol) among the tested compounds and isorhamnetin (-8.1 kcal/mol). The ability of the isorhamnetin glycosides to suppress the reproduction of the influenza virus was studied on a model of a cell culture and chicken embryos. The ability of active compounds to influence the structure of the virion, as well as the activity of hemagglutinin and neuraminidase, has been demonstrated. Compound 1, 5, and 6 demonstrated the most effective inhibition of virus replication for all tested viruses. Molecular dynamics simulation techniques were run for 100 ns for compound 5 with two protein receptors Hem (1RUY) and Neu (3BEQ). These results revealed that the Hem-complex system acquired a relatively more stable conformation and even better descriptors than the other Neu-complex studied systems, suggesting that it can be an effective inhibiting drug toward hemagglutinin than neuraminidase inhibition. Based on the reported results, compound 5 can be a good candidate to be evaluated for effectiveness in preclinical testing. American Chemical Society 2023 Article PeerReviewed application/pdf en http://eprints.utm.my/104869/1/JoazaizulfazliJamalis2023_NaturallyOccurringIsorhamnetinGlycosidesasPotential.pdf Bogoyavlenskiy, Andrey and Zaitseva, Irina and Alexyuk, Pavel and Alexyuk, Madina and Omirtaeva, Elmira and Manakbayeva, Adolat and Moldakhanov, Yergali and Anarkulova, Elmira and Imangazy, Anar and Berezin, Vladimir and Korulkin, Dmitry and Hasan, Aso Hameed and Noamaan, Mahmoud and Jamalis, Joazaizulfazli (2023) Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies. ACS Omega, 8 (50). pp. 48499-48514. ISSN 2470-1343 http://dx.doi.org/10.1021/acsomega.3c08407 DOI : 10.1021/acsomega.3c08407 |
| spellingShingle | QD Chemistry Bogoyavlenskiy, Andrey Zaitseva, Irina Alexyuk, Pavel Alexyuk, Madina Omirtaeva, Elmira Manakbayeva, Adolat Moldakhanov, Yergali Anarkulova, Elmira Imangazy, Anar Berezin, Vladimir Korulkin, Dmitry Hasan, Aso Hameed Noamaan, Mahmoud Jamalis, Joazaizulfazli Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies |
| title | Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies |
| title_full | Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies |
| title_fullStr | Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies |
| title_full_unstemmed | Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies |
| title_short | Naturally occurring isorhamnetin glycosides as potential agents against influenza viruses: Antiviral and molecular docking studies |
| title_sort | naturally occurring isorhamnetin glycosides as potential agents against influenza viruses antiviral and molecular docking studies |
| topic | QD Chemistry |
| url | http://eprints.utm.my/104869/1/JoazaizulfazliJamalis2023_NaturallyOccurringIsorhamnetinGlycosidesasPotential.pdf |
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