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Anti-Helicobacter pylori activities of selected N-substituted cinnamamide derivatives evaluated on reference and clinical bacterial strains

The Journal of Antibioticsvolume 71pages543548 (2018) | Download Citation

Abstract

In this study, thirty-five N-substituted derivatives of cinnamic acid amide (cinnamamide) were evaluated for anti-Helicobacter pylori activity using an agar disc-diffusion method. Qualitative screening was performed on a reference H. pylori strain (ATCC 43504), resulting in the identification of the three most active compounds, 8 (R,S-(2E)-3-(4-chlorophenyl)-N-(2-hydroxypropyl)prop-2-enamide, minimal inhibitory concentration, MIC = 7.5 µg/mL), 23 ((2E)-3-(4-chlorophenyl)-N-(2-hydroxycyclohexyl)prop-2-enamide, MIC = 10 µg/mL), and 28 ((2E)-3-(4-chlorophenyl)-N-(4-oxocyclohexyl)prop-2-enamide, MIC = 10 µg/mL). These compounds were further tested on twelve well-characterized clinical strains, yielding MIC values that ranged from 10 to 1000 µg/mL. Preliminary safety assessments of the compounds were made using the MTT viability test for cytotoxicity and Ames test for mutagenicity, which showed them to be generally safe, although compounds 8 and 28 showed mutagenic activity at some of the tested concentrations. The results of this study showed the anti-H. pylori potential of cinnamamide derivatives.

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Acknowledgements

This work was supported by Jagiellonian University Medical College in Kraków (Grants K/DSC/004292, K/ZDS/005487, K/DSC/003549), the Polish National Science Center, decision on grant no. DEC-2013/11/B/NZ7/04834, and by a research grant funded by the Polish Government in the years 2011-2013 (NN404547640)​. Salmonella typhimurium strains TA98 and TA102 were kindly provided by Dr T Nohmi (Division of Genetics and Mutagenesis, National Institute of Health Sciences, Tokyo, Japan).

Author information

Affiliations

  1. Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9, Kraków, Poland

    • Karolina Klesiewicz
    • , Elżbieta Karczewska
    • , Paweł Nowak
    • , Iwona Skiba-Kurek
    •  & Alicja Budak
  2. Falck Medycyna Outpatient Clinic of Gastroenterology, Mazowiecka 4-6, Kraków, Poland

    • Edward Sito
  3. Department od Bioorganic Chemistry, Chair of Organic Chemistry, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9, Kraków, Poland

    • Katarzyna Pańczyk
    • , Dorota Żelaszczyk
    • , Anna M. Waszkielewicz
    • , Henryk Marona
    •  & Agnieszka Gunia-Krzyżak
  4. Department of Pharmaceutical Biochemistry, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9, Kraków, Poland

    • Paulina Koczurkiewicz
    •  & Elżbieta Pękala

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The authors declare that they have no conflict of interest.

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Correspondence to Agnieszka Gunia-Krzyżak.

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DOI

https://doi.org/10.1038/s41429-018-0027-1

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