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11.11.2022 | Note

Anti-influenza A virus activity of flavonoids in vitro: a structure–activity relationship

verfasst von: Ryosuke Morimoto, Akari Hanada, Chiaki Matsubara, Yuka Horio, Hidenobu Sumitani, Tokutaro Ogata, Yuji Isegawa

Erschienen in: Journal of Natural Medicines | Ausgabe 1/2023

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Abstract

Secondary plant metabolites from food extracts, namely daidzein, quercetin, and luteolin, exhibit anti-influenza virus effects, with IC₅₀ values of 143.6, 274.8, and 8.0 μM, respectively. The activities of these metabolites differ depending on the functional groups. Therefore, in this study, we focused on members of the flavonoid group, and investigated the anti-influenza viral effects of different flavonoid classes (flavone, isoflavone, flavonol, flavanone, and flavan-3-ol) in vitro. The IC₅₀ values were 4.9–82.8 μM, 143.6 μM, 62.9–477.8 μM, 290.4–881.1 μM, and 22.9–6717.2 μM, respectively, confirming their activity. The modifying group factors (number, position, type) in the flavonoid skeleton may be significantly related to the anti-influenza virus activity. Moreover, time-of-addition assay revealed that the mechanism of inhibition varied for the different classes; for example, flavonoids that inhibit virus adsorption or the early stage of viral growth. Interestingly, all the examined flavonoids inhibited the late stages of viral growth, suggesting that flavonoids mainly inhibit the late events in viral growth before the release of viral particles. Additionally, apigenin might be effective against oseltamivir-resistant strains. Our results may be important in the development of anti-influenza virus therapeutic strategies in the future.

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Titel: Anti-influenza A virus activity of flavonoids in vitro: a structure–activity relationship
verfasst von: Ryosuke Morimoto
Akari Hanada
Chiaki Matsubara
Yuka Horio
Hidenobu Sumitani
Tokutaro Ogata
Yuji Isegawa
Publikationsdatum: 11.11.2022
Verlag: Springer Nature Singapore
Erschienen in: Journal of Natural Medicines / Ausgabe 1/2023
Print ISSN: 1340-3443
Elektronische ISSN: 1861-0293
DOI: https://doi.org/10.1007/s11418-022-01660-z

Correction: Anti-influenza A virus activity of flavonoids in vitro: a structure–activity relationship

Correction

Effect of Maillard reaction on the quality of clarified butter, ghee

Note

Content and distribution of prunasin in Perilla frutescens

Note

Humulus lupulus L. extract and its active constituent xanthohumol attenuate oxidative stress and nerve injury induced by iron overload via activating AKT/GSK3β and Nrf2/NQO1 pathways

Original Paper

17β-neriifolin from unripe fruits of Cerbera manghas suppressed cell proliferation via the inhibition of HOXA9-dependent transcription and the induction of apoptosis in the human AML cell line THP-1

Original Paper

Total syntheses of surugamides and thioamycolamides toward understanding their biosynthesis

Open Access
Review

Springer Medizin

Anti-influenza A virus activity of flavonoids in vitro: a structure–activity relationship

Abstract

Graphical abstract

Weitere Artikel der Ausgabe 1/2023

Correction: Anti-influenza A virus activity of flavonoids in vitro: a structure–activity relationship

Effect of Maillard reaction on the quality of clarified butter, ghee

Content and distribution of prunasin in Perilla frutescens

Humulus lupulus L. extract and its active constituent xanthohumol attenuate oxidative stress and nerve injury induced by iron overload via activating AKT/GSK3β and Nrf2/NQO1 pathways

17β-neriifolin from unripe fruits of Cerbera manghas suppressed cell proliferation via the inhibition of HOXA9-dependent transcription and the induction of apoptosis in the human AML cell line THP-1

Total syntheses of surugamides and thioamycolamides toward understanding their biosynthesis

Springer Medizin

Abstract

Graphical abstract

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Correction: Anti-influenza A virus activity of flavonoids in vitro: a structure–activity relationship

Effect of Maillard reaction on the quality of clarified butter, ghee

Content and distribution of prunasin in Perilla frutescens

Humulus lupulus L. extract and its active constituent xanthohumol attenuate oxidative stress and nerve injury induced by iron overload via activating AKT/GSK3β and Nrf2/NQO1 pathways

17β-neriifolin from unripe fruits of Cerbera manghas suppressed cell proliferation via the inhibition of HOXA9-dependent transcription and the induction of apoptosis in the human AML cell line THP-1

Total syntheses of surugamides and thioamycolamides toward understanding their biosynthesis