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Antibacterial activity of the nitrovinylfuran G1 (Furvina) and its conversion products
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2016 (English)In: Scientific Reports, ISSN 2045-2322, E-ISSN 2045-2322, Vol. 6, 36844Article in journal (Refereed) Published
Abstract [en]

2-Bromo-5-(2-bromo-2-nitrovinyl) furan (G1 or Furvina) is an antimicrobial with a direct reactivity against thiol groups. It is active against Gram-positive and Gram-negative bacteria, yeasts and filamentous fungi. By reacting with thiol groups it causes direct damage to proteins but, as a result, is very short-living and interconverts into an array of reaction products. Our aim was to characterize thiol reactivity of G1 and its conversion products and establish how much of antimicrobial and cytotoxic effects are due to the primary activity of G1 and how much can be attributed to its reaction products. Stability of G1 in growth media as well as its conversion in the presence of thiols was characterized. The structures of G1 decomposition products were determined using NMR and mass-spectroscopy. Concentration-and time-dependent killing curves showed that G1 is bacteriostatic for Escherichia coli at the concentration of 16 mu g/ml and bactericidal at 32 mu g/ml. However, G1 is inefficient against non-growing E. coli. Addition of cysteine to medium reduces the antimicrobial potency of G1. Nevertheless, the reaction products of G1 and cysteine enabled prolonged antimicrobial action of the drug. Therefore, the activity of 2-bromo-5-(2-bromo-2-nitrovinyl) furan is a sum of its immediate reactivity and the antibacterial effects of the conversion products.

Place, publisher, year, edition, pages
2016. Vol. 6, 36844
National Category
Biocatalysis and Enzyme Technology Biochemistry and Molecular Biology
Identifiers
URN: urn:nbn:se:umu:diva-129837DOI: 10.1038/srep36844ISI: 000387873600001PubMedID: 27830730OAI: oai:DiVA.org:umu-129837DiVA: diva2:1065421
Available from: 2017-01-16 Created: 2017-01-09 Last updated: 2017-01-16Bibliographically approved

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Hauryliuk, Vasili
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Department of Molecular Biology (Faculty of Medicine)Molecular Infection Medicine Sweden (MIMS)
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Biocatalysis and Enzyme TechnologyBiochemistry and Molecular Biology

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CiteExportLink to record
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Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
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  • en-US
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  • nn-NB
  • sv-SE
  • Other locale
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Output format
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