Mannosylated N-Aryl Substituted 3- Hydroxypyridine-4- Ones: Synthesis, Hemagglutination Inhibitory Properties, and Molecular Modeling (CROSBI ID 195062)
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Car, Željka ; Hrenar, Tomica ; Petrović Peroković, Vesna ; Ribić, Rosana ; Seničar, Mateja ; Tomić, Srđanka
engleski
Mannosylated N-Aryl Substituted 3- Hydroxypyridine-4- Ones: Synthesis, Hemagglutination Inhibitory Properties, and Molecular Modeling
Structural alterations of the aglycon portions of amannosides influence their inhibitory potency toward type 1-fimbriated Escherichia coli. The aim of our work was to prepare and explore inhibitory properties of novel mannosylated N-aryl-substituted 3- hydroxypyridine-4-ones because they possess needed structural characteristics as possible FimH antagonists. Hemagglutination inhibitory tests showed that the examined 3- hydroxypyridine-4-one a-mannosides exhibited better inhibitory activity than methyl a-D- mannopyranoside used as a reference compound. Molecular modeling studies revealed the specific interactions responsible for the observed binding activities toward the mannosespecific FimH lectin. The activity depends on the substituent in p-position on the aglycon aromatic ring.
Escherichia coli; FimH lectin; hemagglutination; molecular modeling; N-aryl-substituted 3-hydroxypyridine-4- ones; a-mannopyranosides
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