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Phenylboronic-acid-modified Nanoparticles: Potential Antiviral Therapeutics

Phenylboronic-acid-modified Nanoparticles: Potential Antiviral Therapeutics

Manakamana Khanal, Thibaut Vausselin, Alexandre Barras, Omprakash Bande, Kostiantyn Turcheniuk, Mohammed Benazza, Vladimir Zaitsev, Cristian Mihail Teodorescu, Rabah Boukherroub, Aloysius Siriwardena, Jean Dubuisson, etc.

ACS Appl Mater Interfaces. 2013 Dec 11;5(23):12488-98.

PMID: 24180242

Abstract:

Phenylboronic-acid-modified nanoparticles (NPs) are attracting considerable attention for biological and biomedical applications. We describe here a convenient and general protocol for attaching multiple copies of para-substituted phenylboronic acid moieties onto either iron-oxide-, silica- or diamond-derived NPs. The boronic acid functionalized NPs are all fabricated by first modifying the surface of each particle type with 4-azidobenzoic ester functions. These azide-terminated nanostructures were then reacted with 4-[1-oxo-4-pentyn-1-yl) amino]phenylboronic acid units via a Cu(I) catalyzed Huisgen cycloaddition to furnish, conveniently, the corresponding boronic-acid modified NPs (or "borono-lectins") targeted in this work. The potential of these novel "borono-lectins" as antiviral inhibitors was investigated against the Hepatitis C virus (HCV) exploiting a bioassay that measures the potential of drugs to interfere with the ability of cell-culture-derived JFH1 virus particles to infect healthy hepatocytes. As far as we are aware, this is the first report that describes NP-derived viral entry inhibitors and thus serves as a "proof-of-concept" study. The novel viral entry activity demonstrated, and the fact that the described boronic-acid-functionalized NPs all display much reduced cellular toxicities compared with alternate NPs, sets the stage for their further investigation. The data supports that NP-derived borono-lectins should be pursued as a potential therapeutic strategy for blocking viral entry of HCV.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
LS793884	4-(isobutylaminocarbonyl)phenylboronic acid			Price

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