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N-Pyridyl-Substituted Carboxypiperidine Amides: A New Class of Prokaryote Translation Inhibitors

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Pharmaceutical Chemistry Journal Aims and scope

High-throughput screening identified a new class of antibacterial compounds based on N-pyridyl-substituted p- and m-carboxypiperidine amides. Constructs with the two reporter genes RFP and Katushka2S allowed the detection of compounds that inhibit protein translation against DNA biosynthesis. Some agents of this class demonstrated antibacterial activity by inhibiting translation. The most promising compound had an MIC of 12 μg/mL. Thus, this class could become a valuable platform for developing new compounds with higher antibacterial activity and selectivity.

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References

  1. T. Fowler, D. Walker, and S. Davies, Ann. N. Y. Acad. Sci., 1323, 1 – 10 (2014).

    Article  PubMed  Google Scholar 

  2. D. Andersson and D. Hughes, Nat. Rev. Microbiol., 12, 465 – 478 (2014).

    Article  CAS  PubMed  Google Scholar 

  3. WHO. Antimicrobial resistance: Global report on surveillance 2014. (2014); Available from: http: // www.who.int / drugresistance / documents / AMR_report_Web_slide_set.pdf?ua=1

  4. WHO publishes list of bacteria for which new antibiotics are urgently needed 2017; Available from: http: // www.who.int / mediacentre / news / releases / 2017 / bacteria-antibiotics-needed / en /.

  5. Editorial, Nat. Med., 16, 347 (2010).

  6. I. Osterman, E. Komarova, D. Shiryaev, et al., Antimicrob. Agents Chemother., AAC.02117 – 16 (2016).

  7. E. Komarova (Andreyanova), I. Osterman, et al., Biochimie, 133, 45 – 55 (2017).

  8. P. Sergiev, I. Osterman, A. Golovina, et al., Biomed. Khim., 62(2), 117 – 123 (2016).

    Article  CAS  PubMed  Google Scholar 

  9. G. Zurawski, D. Elseviers, G. Stauffer, and C. Yanofsky, Proc. Natl. Acad. Sci. USA, 75, 5988 – 5992 (1978).

    Article  CAS  PubMed  Google Scholar 

  10. I. Osterman, I. Prokhorova, V. Sysoev, et al., Antimicrob. Agents Chemother., 56, 1774 – 1783 (2012).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  11. P. Ysern, B. Clerch, M. Castano, et al., Mutagenesis, 5(1), 63 – 66 (1990).

    Article  CAS  PubMed  Google Scholar 

  12. ChemRar TsVT; http: // chemrar.ru / biblioteki-soedinenijdlya-hts /

  13. T. Baba and H. Mori, Methods Mol. Biol. Clifton N. J., 416, 171 – 181 (2008).

    Article  Google Scholar 

  14. ChemiDoc TM Imaging Systems 2017; Available from: http: //www.bio-rad.com / en-us / category / chemidoc-imaging-systems.

  15. Image Lab TM Software 2017; Available from: http: //www.bio-rad.com / en-us / product / image-lab-software.

Download references

Acknowledgments

The work was financially supported by the Ministry of Education and Science of the Russian Federation, Government Grant 20.9907.2017/VU (expert opinion, discussion, article preparation, selection of screening compounds), and the Russian Science Foundation, No. 17-74-30012, IBG, USC, RAS (HTS).

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Authors and Affiliations

  1. Moscow Institute of Physics and Technology (State University), 9 Institutskii Pereul., Dolgoprudnyi, Moscow Region, 141700, Russia

    Ya. A. Ivanenkov, E. V. Deineka & G. I. Fil’kov

  2. Department of Chemistry, M. V. Lomonosov Moscow State University, 1/3 Leninskie Gory, Moscow, 119991, Russia

    Ya. A. Ivanenkov & A. G. Mazhuga

  3. Institute of Biochemistry and Genetics, Ufa Scientific Center, Russian Academy of Sciences, 71 Prosp. Oktyabrya, Ufa, Republic of Bashkortostan, 450054, Russia

    Ya. A. Ivanenkov, R. S. Yamidanov & V. A. Terent’ev

  4. A. N. Belozersky Research Institute of Physico-Chemical Biology, M. V. Lomonosov Moscow State University, 1/40, Leninskie Gory, Moscow, 119992, Russia

    E. S. Komarova (Andreyanova), I. A. Osterman, P. V. Sergiev & O. A. Dontsova

  5. National University of Science and Technology Moscow Institute of Steel and Alloys (MISiS), 4 Leninskii Prosp., Moscow, 119049, Russia

    A. G. Mazhuga

  6. D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya Sq., Moscow, 125047, Russia

    A. G. Mazhuga

  7. Department of Bioengineering and Bioinformatics, M. V. Lomonosov Moscow State University, 1/73 Leninskie Gory, Moscow, 119234, Russia

    A. A. Sofronova

Authors
  1. Ya. A. Ivanenkov
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  2. E. S. Komarova (Andreyanova)
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  3. I. A. Osterman
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  4. P. V. Sergiev
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  5. R. S. Yamidanov
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  6. E. V. Deineka
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  7. V. A. Terent’ev
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  8. G. I. Fil’kov
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  9. A. A. Sofronova
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  10. A. G. Mazhuga
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  11. O. A. Dontsova
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Corresponding author

Correspondence to E. V. Deineka.

Additional information

Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 53, No. 3, pp. 35 – 39, March, 2019.

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Ivanenkov, Y.A., Komarova (Andreyanova), E.S., Osterman, I.A. et al. N-Pyridyl-Substituted Carboxypiperidine Amides: A New Class of Prokaryote Translation Inhibitors. Pharm Chem J 53, 225–229 (2019). https://doi.org/10.1007/s11094-019-01984-3

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  • DOI: https://doi.org/10.1007/s11094-019-01984-3

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