Publication details

Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase

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Authors

LÖRINCZ Eszter Boglárka HERCZEG Mihály HOUSER Josef RIEVAJOVÁ Martina KUKI Ákos MALINOVSKÁ Lenka NAESENS Lieve WIMMEROVÁ Michaela BORBÁS Anikó HERCZEGH Pál BERECZKI Ilona

Year of publication 2023
Type Article in Periodical
Magazine / Source International Journal of Molecular Sciences
MU Faculty or unit

Faculty of Science

Citation
Web https://www.mdpi.com/1422-0067/24/24/17268
Doi http://dx.doi.org/10.3390/ijms242417268
Keywords influenza; sialic acid; neuraminidase; hemagglutinin; aggregates
Description Blocking viral hemagglutinin with multivalent N-acetylneuraminic acid derivatives is a promising approach to prevent influenza infection. Moreover, dual inhibition of both hemagglutinin and neuraminidase may result in a more powerful effect. Since both viral glycoproteins can bind to neuraminic acid, we have prepared three series of amphiphilic self-assembling 2-thio-neuraminic acid derivatives constituting aggregates in aqueous medium to take advantage of their multivalent effect. One of the series was prepared by the azide-alkyne click reaction, and the other two by the thio-click reaction to yield neuraminic acid derivatives containing lipophilic tails of different sizes and an enzymatically stable thioglycosidic bond. Two of the three bis-octyl derivatives produced proved to be active against influenza viruses, while all three octyl derivatives bound to hemagglutinin and neuraminidase from H1N1 and H3N2 influenza types.
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