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Article

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Accepted version

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2015-04-14

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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/128386

New polycyclic dual inhibitors of the wild type and the V27A mutant M2 channel of the influenza A virus with unexpected binding mode

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https://doi.org/10.1016/j.ejmech.2015.04.030

Abstract

Two new polycyclic scaffolds were synthesized and evaluated as anti-influenza A compounds. The 5-azapentacyclo[6.4.0.02,10.03,7.09,11]dodecane derivatives were only active against the wild-type M2 channel in the low-micromolar range. However, some of the 14-azaheptacyclo[8.6.1.02,5.03,11.04,9.06,17.012,16]heptadecane derivatives were dual inhibitors of the wild-type and the V27A mutant M2 channels. The antiviral activity of these molecules was confirmed by cell culture assays. Their binding mode was analysed through molecular dynamics simulations, which showed the existence of distinct binding modes in the wild type M2 channel and its V27A variant.

Subject

Química orgànica, Síntesi orgànica, Virus, Influenzavirus, Medicaments antivírics

Subject (English)

Organic chemistry, Organic synthesis, Viruses, Influenza viruses, Antiviral agents

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Articles publicats en revistes (Nutrició, Ciències de l'Alimentació i Gastronomia)
Articles publicats en revistes (Farmàcia, Tecnologia Farmacèutica i Fisicoquímica)
Articles publicats en revistes (Institut de Biomedicina (IBUB))
Articles publicats en revistes (Mineralogia, Petrologia i Geologia Aplicada)

Citation

REY CARRIZO, Matías, et al. New polycyclic dual inhibitors of the wild type and the V27A mutant M2 channel of the influenza A virus with unexpected binding mode. European Journal of Medicinal Chemistry. 2015. Vol. 96, num. 318-329. ISSN 0223-5234. [consulted: 10 of August of 2026]. Available at: https://hdl.handle.net/2445/128386

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