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

J 2023

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

LÖRINCZ, Eszter Boglárka, Mihály HERCZEG, Josef HOUSER, Martina RIEVAJOVÁ, Ákos KUKI et. al.

Základní údaje

Originální název

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

Autoři

LÖRINCZ, Eszter Boglárka (348 Maďarsko), Mihály HERCZEG (348 Maďarsko), Josef HOUSER (203 Česká republika, domácí), Martina RIEVAJOVÁ (703 Slovensko, domácí), Ákos KUKI, Lenka MALINOVSKÁ (203 Česká republika, domácí), Lieve NAESENS, Michaela WIMMEROVÁ (203 Česká republika, garant, domácí), Anikó BORBÁS (348 Maďarsko), Pál HERCZEGH (348 Maďarsko) a Ilona BERECZKI (348 Maďarsko)

Vydání

International Journal of Molecular Sciences, MDPI, 2023, 1661-6596

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10600 1.6 Biological sciences

Stát vydavatele

Švýcarsko

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 5.600 v roce 2022

Kód RIV

RIV/00216224:14310/23:00132714

Organizační jednotka

Přírodovědecká fakulta

DOI

http://dx.doi.org/10.3390/ijms242417268

UT WoS

001130681500001

Klíčová slova anglicky

influenza; sialic acid; neuraminidase; hemagglutinin; aggregates

Štítky

CF BIC, rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 8. 4. 2024 10:18, Mgr. Eva Dubská

Anotace

V originále

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.

Návaznosti

EF18_046/0015974, projekt VaV

Název: Modernizace České infrastruktury pro integrativní strukturní biologii

LM2023042, projekt VaV

Název: Česká infrastruktura pro integrativní strukturní biologii

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, CIISB - Česká infrastruktura pro integrativní strukturní biologii

MUNI/A/1313/2022, interní kód MU

Název: Podpora biochemického výzkumu v roce 2023

Investor: Masarykova univerzita, Podpora biochemického výzkumu v roce 2023

90242, velká výzkumná infrastruktura

Název: CIISB III

Citovat

LÖRINCZ, Eszter Boglárka, Mihály HERCZEG, Josef HOUSER, Martina RIEVAJOVÁ, Ákos KUKI, Lenka MALINOVSKÁ, Lieve NAESENS, Michaela WIMMEROVÁ, Anikó BORBÁS, Pál HERCZEGH a Ilona BERECZKI. Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase. International Journal of Molecular Sciences. MDPI, 2023, roč. 24, č. 24, s. 1-23. ISSN 1661-6596. Dostupné z: https://dx.doi.org/10.3390/ijms242417268.

@article{2354958,
   author = {Lörincz, Eszter Boglárka and Herczeg, Mihály and Houser, Josef and Rievajová, Martina and Kuki, Ákos and Malinovská, Lenka and Naesens, Lieve and Wimmerová, Michaela and Borbás, Anikó and Herczegh, Pál and Bereczki, Ilona},
   article_number = {24},
   doi = {http://dx.doi.org/10.3390/ijms242417268},
   keywords = {influenza; sialic acid; neuraminidase; hemagglutinin; aggregates},
   language = {eng},
   issn = {1661-6596},
   journal = {International Journal of Molecular Sciences},
   title = {Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase},
   url = {https://www.mdpi.com/1422-0067/24/24/17268},
   volume = {24},
   year = {2023}
}

TY  - JOUR
ID  - 2354958
AU  - Lörincz, Eszter Boglárka - Herczeg, Mihály - Houser, Josef - Rievajová, Martina - Kuki, Ákos - Malinovská, Lenka - Naesens, Lieve - Wimmerová, Michaela - Borbás, Anikó - Herczegh, Pál - Bereczki, Ilona
PY  - 2023
TI  - Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase
JF  - International Journal of Molecular Sciences
VL  - 24
IS  - 24
SP  - 1-23
EP  - 1-23
PB  - MDPI
SN  - 16616596
KW  - influenza
KW  - sialic acid
KW  - neuraminidase
KW  - hemagglutinin
KW  - aggregates
UR  - https://www.mdpi.com/1422-0067/24/24/17268
N2  - 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.
ER  -

LÖRINCZ, Eszter Boglárka, Mihály HERCZEG, Josef HOUSER, Martina RIEVAJOVÁ, Ákos KUKI, Lenka MALINOVSKÁ, Lieve NAESENS, Michaela WIMMEROVÁ, Anikó BORBÁS, Pál HERCZEGH a Ilona BERECZKI. Amphiphilic Sialic Acid Derivatives as Potential Dual-Specific Inhibitors of Influenza Hemagglutinin and Neuraminidase. \textit{International Journal of Molecular Sciences}. MDPI, 2023, roč.~24, č.~24, s.~1-23. ISSN~1661-6596. Dostupné z: https://dx.doi.org/10.3390/ijms242417268.

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