Ultrasound‐assisted Cycloadditions of [70]Fullerene with Various 2‐Azidoethyl per‐<i>O</i>‐acetyl Glycosides

Glycodendrimers are an important class of synthetic macromolecules that can be used to mimic many structural and functional features of cell‐surface glycoconjugates. Their carbohydrate moieties perform key important functions in bacterial and viral infections, often regulated by carbohydrate–protein interactions. Several studies have shown that the molecular structure, valency and spatial organisation of carbohydrate epitopes in glycoconjugates are key factors in the specificity and avidity of carbohydrate–protein interactions. Choosing the right glycodendrimers almost always helps to interfere with such interactions and blocks bacterial or viral adhesion and entry into host cells as an effective strategy to inhibit bacterial or viral infections. Herein, the state of the art in the design and synthesis of glycodendrimers employed for the development of anti‐adhesion therapy against bacterial and viral infections is described.

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Synthesis of Glycodendrimers with Antiviral and Antibacterial Activity

Hoyos

Perona

Juanes

et al. 2021

Chemistry A European J

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Fullerenes

Darwish¹

2010

Annu. Rep. Prog. Chem., Sect. A: Inorg. Chem.

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Multivalent glycoconjugate syntheses and applications using aromatic scaffolds

2013

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Glycan-protein interactions are of utmost importance in several biological phenomena. Although the variety of carbohydrate residues in mammalian cells is limited to less than a dozen different sugars, their spatial topographical presentation in what is now associated as the "glycocodes" provides the fundamental keys for specific and high affinity "lock-in" recognition events associated with a wide range of pathologies. Toward deciphering our understanding of these glycocodes, chemists have developed new creative tools that included dendrimer chemistry in order to provide monodisperse multivalent glycoconjugates. This review provides a survey of the numerous aromatic architectures generated for the multivalent presentation of relevant carbohydrates using covalent attachment or supramolecular self-assemblies. The basic concepts toward their controlled syntheses will be described using modern synthetic procedures with a particular emphasis on powerful organometallic methodologies. The large variety of dendritic aromatic scaffolds, together with a brief survey of their unique biophysical and biological properties will be critically reviewed. The distinctiveness of the resulting multivalent glycoarchitectures, encompassing glycoclusters, glycodendrimers and molecularly defined self-assemblies, in forming well organized cross-linked lattices with multivalent carbohydrate binding proteins (lectins) together with their photophysical, medical, and imaging properties will also be briefly highlighted. The topic will be presented in increasing order of aromatic backbone complexities and will end with fullerenes together with self-assembled nanostructures, thus complementing the various scaffolds described in this special thematic issue dedicated to multivalent glycoscience.

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Ultrasound‐assisted Cycloadditions of [70]Fullerene with Various 2‐Azidoethyl per‐O‐acetyl Glycosides

Cited by 9 publications

References 20 publications

Synthesis of Glycodendrimers with Antiviral and Antibacterial Activity

Synthesis of Glycodendrimers with Antiviral and Antibacterial Activity

Fullerenes

Multivalent glycoconjugate syntheses and applications using aromatic scaffolds

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