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Synthesis of Highly Efficient Multivalent Disaccharide/[60]Fullerene Nanoballs for Emergent Viruses.
- Source :
-
Journal of the American Chemical Society [J Am Chem Soc] 2019 Sep 25; Vol. 141 (38), pp. 15403-15412. Date of Electronic Publication: 2019 Sep 11. - Publication Year :
- 2019
-
Abstract
- After the last epidemic of the Zika virus (ZIKV) in Brazil that peaked in 2016, growing evidence has been demonstrated of the link between this teratogenic flavivirus and microcephaly cases. However, no vaccine or antiviral drug has been approved yet. ZIKV and Dengue viruses (DENV) entry to the host cell takes place through several receptors, including dendritic cell-specific intercellular adhesion molecule-3-grabbing nonintegrin (DC-SIGN), so that the blockade of this receptor through multivalent glycoconjugates supposes a promising biological target to inhibit the infection process. In order to get enhanced multivalency in biocompatible systems, tridecafullerenes appended with up to 360 1,2-mannobiosides have been synthesized using a strain-promoted cycloaddition of azides to alkynes (SPAAC) strategy. These systems have been tested against ZIKV and DENV infection, showing an outstanding activity in the picomolar range.
- Subjects :
- Antiviral Agents chemical synthesis
Antiviral Agents chemistry
Cycloaddition Reaction
Disaccharides chemistry
Fullerenes chemistry
Molecular Structure
Antiviral Agents pharmacology
Dengue drug therapy
Dengue Virus drug effects
Disaccharides pharmacology
Zika Virus drug effects
Zika Virus Infection drug therapy
Subjects
Details
- Language :
- English
- ISSN :
- 1520-5126
- Volume :
- 141
- Issue :
- 38
- Database :
- MEDLINE
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 31469952
- Full Text :
- https://doi.org/10.1021/jacs.9b08003