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Natural compounds as inhibitors of thioredoxin reductase (TrxR1)

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Russian Chemical Bulletin Aims and scope

Abstract

Recent achievements in the area of studying biological activity of new natural compounds toward thioredoxin reductase 1 (TrxR1) are considered. The most important chemotypes of the compounds exhibiting activity toward TrxR1 were revealed. The pharmacophoric environment of the electron-deficient olefin group that possesses a chemical potential for covalent inhibiting to TrxR1 was examined.

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References

  1. J. Lu, A. Holmgren, Free Radic. Biol. Med., 2014, 66, 75; DOI: https://doi.org/10.1016/j.freeradbiomed.2013.07.036.

    Article  CAS  PubMed  Google Scholar 

  2. D. Mustacich, G. Powis, Biochem. J., 2000, 346, 1; DOI: https://doi.org/10.1042/bj3460001.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. E. S. J. Arnér, A. Holmgren, Eur. J. Biochem, 2000, 267, 6102; DOI: https://doi.org/10.1046/j.1432-1327.2000.01701.x.

    Article  PubMed  Google Scholar 

  4. B. D. Paul, J. I. Sbodio, S. H. Snyder, Trends Pharmacol. Sci., 2018, 39, 513; DOI: https://doi.org/10.1016/j.tips.2018.02.007.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. P. D. Ray, B.-W. Huang, Y. Tsuji, Cell. Signal., 2012, 24, 981; DOI: https://doi.org/10.1016/j.cellsig.2012.01.008.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. N. Y. Rusetskaya, I. V. Fedotov, V. A. Koftina, V. B. Borodulin, Biochem. (Moscow), Suppl. Ser. B., 2019, 13, 277; DOI: https://doi.org/10.18097/PBMC20196503165.

    Article  Google Scholar 

  7. M. L. Circu, T. Y. Aw, Free Radic. Biol. Med., 2010, 48, 749; DOI: https://doi.org/10.1016/j.freeradbiomed.2009.12.022.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  8. S. A. Phelan, Antioxid. Redox Signal., 1999, 1, 571; DOI: https://doi.org/10.1089/ars.1999.1.4-571.

    Article  CAS  PubMed  Google Scholar 

  9. S. Lee, S. M. Kim, R. T. Lee, Antioxid. Redox Signal., 2012, 18, 1165; DOI: https://doi.org/10.1089/ars.2011.4322.

    Article  PubMed  CAS  Google Scholar 

  10. H. J. Kim, H. Z. Chae, Y. J. Kim, Y. H. Kim, T. S. Hwangs, E. M. Park, Y. M. Park, Cell Biol. Toxicol., 2003, 19, 285; DOI: https://doi.org/10.1023/B:CBTO.0000004952.07979.3d.

    Article  CAS  PubMed  Google Scholar 

  11. Y. Soini, K. Kahlos, U. Näpänkangas, R. Kaarteenaho-Wiik, M. Säily, P. Koistinen, P. Pääakkö, A. Holmgren, V. L. Kinnula, Clin. Cancer Res., 2001, 7, 1750; DOI: https://clincancerres.aacrjournals.org/content/7/6/1750.long.

    CAS  PubMed  Google Scholar 

  12. C. Skogastierna, M. Johansson, P. Parini, M. Eriksson, L. C. Eriksson, L. Ekström, L. Björkhem-Bergman, Biochem. Biophys. Res. Commun., 2012, 417, 1046; DOI: https://doi.org/10.1016/j.bbrc.2011.12.091.

    Article  CAS  PubMed  Google Scholar 

  13. J. Checa, J. M. Aran, Int. J. Mol. Sci., 2020, 21, 9317; DOI: https://doi.org/10.3390/ijms21239317.

    Article  CAS  PubMed Central  Google Scholar 

  14. I. Andreadou, P. Efentakis, K. Frenis, A. Daiber, R. Schulz, Basic Res. Cardiol., 2021, 116, 44; DOI: https://doi.org/10.1007/s00395-021-00885-5.

    Article  CAS  PubMed  Google Scholar 

  15. A. Mitsui, J. Hamuro, H. Nakamura, N. Kondo, Y. Hirabayashi, S. Ishizaki-Koizumi, T. Hirakawa, T. Inoue, J. Yodoi, Antioxid. Redox Signal., 2002, 4, 693; DOI: https://doi.org/10.1089/15230860260220201.

    Article  CAS  PubMed  Google Scholar 

  16. S. Rohrbach, S. Gruenler, M. Teschner, J. Holtz, Am. J. Physiol. Integr. Comp. Physiol., 2006, 291, 927; DOI: https://doi.org/10.1152/ajpregu.00890.2005.

    Article  CAS  Google Scholar 

  17. D. F. D. Mahmood, A. Abderrazak, K. El Hadri, T. Simmet, M. Rouis, Antioxid. Redox Signal., 2012, 19, 1266; DOI: https://doi.org/10.1089/ars.2012.4757.

    Article  CAS  Google Scholar 

  18. B. Zhang, J. Zhang, S. Peng, R. Liu, X. Li, Y. Hou, X. Han, J. Fang, Expert Opin. Ther. Pat., 2017, 27, 547; DOI: https://doi.org/10.1080/13543776.2017.1272576.

    Article  CAS  PubMed  Google Scholar 

  19. E. Chupakhin, M. Krasavin, Expert Opin. Ther. Pat., 2021, 31, 745; DOI: https://doi.org/10.1080/13543776.2021.1899160.

    Article  CAS  PubMed  Google Scholar 

  20. M. Bian, R. Fan, S. Zhao, W. Liu, J. Med. Chem., 2019, 62, 7309; DOI: https://doi.org/10.1021/acs.jmedchem.8b01595.

    Article  CAS  PubMed  Google Scholar 

  21. J. Fang, J. Lu, A. Holmgren, J. Biol. Chem., 2005, 280, 25284; DOI: https://doi.org/10.1074/jbc.M414645200.

    Article  CAS  PubMed  Google Scholar 

  22. F.-F. Gan, K. K. Kaminska, H. Yang, C.-Y. Liew, P.-C. Leow, C.-L. So, L. N. L. Tu, A. Roy, C.-W. Yap, T.-S. Kang, W.-K. Chui, E.-H. Chew, Antioxid. Redox Signal., 2013, 19, 1149; DOI: https://doi.org/10.1089/ars.2012.4909.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. T. Vogt, Mol. Plant, 2010, 3, 2; DOI: https://doi.org/10.1093/mp/ssp106.

    Article  CAS  PubMed  Google Scholar 

  24. Z. Liu, Y. Liu, C. Liu, Z. Song, Q. Li, Q. Zha, C. Lu, C. Wang, Z. Ning, Y. Zhang, C. Tian, A. Lu, Chem. Cent. J., 2013, 7, 118; DOI: https://doi.org/10.1186/1752-153X-7-118.

    Article  PubMed  PubMed Central  CAS  Google Scholar 

  25. P. Zou, Y. Xia, J. Ji, W. Chen, J. Zhang, X. Chen, V. Rajamanickam, G. Chen, Z. Wang, L. Chen, Y. Wang, S. Yang, G. Liang, Cancer Lett., 2016, 375, 114; DOI: https://doi.org/10.1016/j.canlet.2016.02.058.

    Article  CAS  PubMed  Google Scholar 

  26. S. De Spirt, A. Eckers, C. Wehrend, M. Micoogullari, H. Sies, W. Stahl, H. Steinbrenner, Free Radic. Biol. Med., 2016, 91, 164; DOI: https://doi.org/10.1016/j.freeradbiomed.2015.12.011.

    Article  CAS  PubMed  Google Scholar 

  27. B. Zhang, D. Duan, C. Ge, J. Yao, Y. Liu, X. Li, J. Fang, J. Med. Chem., 2015, 58, 1795; DOI: https://doi.org/10.1021/jm5016507.

    Article  CAS  PubMed  Google Scholar 

  28. E. Türkoglu, M. Kuzu, T. Ayasan, H. Inci, S. Eratak, Brazil. J. Poult. Sci., 2019, 21, 1; DOI: https://doi.org/10.1590/1806-9061-2018-0982.

    Google Scholar 

  29. F. Qiao, Y. Zhao, Y. Mai, J. Guo, L. Dong, W. Zhang, J. Yang, Planta Med., 2020, 86, 538; DOI: https://doi.org/10.1055/a-1134-3378.

    Article  CAS  PubMed  Google Scholar 

  30. M. M. Paz, X. Zhang, J. Lu, A. Holmgren, Chem. Res. Toxicol., 2012, 25, 1502; DOI: https://doi.org/10.1021/tx3002065.

    Article  CAS  PubMed  Google Scholar 

  31. D. Duan, B. Zhang, J. Yao, Y. Liu, J. Fang, Free Radic. Biol. Med., 2014, 70, 182; DOI: https://doi.org/10.1016/j.freeradbiomed.2014.02.016.

    Article  CAS  PubMed  Google Scholar 

  32. J. Zhang, Y. Li, D. Duan, J. Yao, K. Gao, J. Fang, Biochem. Pharmacol., 2016, 102, 34; DOI: https://doi.org/10.1016/j.bcp.2015.12.004.

    Article  CAS  PubMed  Google Scholar 

  33. D. Duan, J. Zhang, J. Yao, Y. Liu, J. Fang, J. Biol. Chem., 2016, 291, 10021; DOI: https://doi.org/10.1074/jbc.M115.700591.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  34. X. Liu, K. E. Pietsch, S. J. Sturla, Chem. Res. Toxicol., 2011, 24, 726; DOI: https://doi.org/10.1021/tx2000152.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  35. F.-H. Gao, F. Liu, W. Wei, L.-B. Liu, M.-H. Xu, Z.-Y. Guo, W. Li, B. Jiang, Y.-L. Wu, Int. J. Mol. Med., 2012, 29, 649; DOI: https://doi.org/10.3892/ijmm.2012.895.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  36. J. Zhang, Q. Xu, H.-Y. Yang, M. Yang, J. Fang, K. Gao, Front. Mol. Biosci., 2021, 8, 806; DOI: https://doi.org/10.3389/fmolb.2021.710676.

    Google Scholar 

  37. R. S. Patwardhan, D. Pal, R. Checker, D. Sharma, S. K. Sandur, Int. J. Biochem. Cell Biol., 2017, 91, 45; DOI: https://doi.org/10.1016/j.biocel.2017.08.015.

    Article  CAS  PubMed  Google Scholar 

  38. T. Liu, J. Zhang, X. Han, J. Xu, Y. Wu, J. Fang, Free Radic. Biol. Med., 2019, 135, 216; DOI: https://doi.org/10.1016/j.freeradbiomed.2019.03.014.

    Article  CAS  PubMed  Google Scholar 

  39. J. Zhang, J. Yao, S. Peng, X. Li, J. Fang, Biochim. Biophys. Acta — Mol. Basis Dis., 2017, 1863, 129; DOI: https://doi.org/10.1016/j.bbadis.2016.10.019.

    Article  CAS  PubMed  Google Scholar 

  40. C. Wang, S. Li, J. Zhao, H. Yang, F. Yin, M. Ding, J. Luo, X. Wang, L. Kong, J. Med. Chem., 2020, 63, 11195; DOI: https://doi.org/10.1021/acs.jmedchem.0c01128.

    Article  CAS  PubMed  Google Scholar 

  41. D. Duan, B. Zhang, J. Yao, Y. Liu, J. Sun, C. Ge, S. Peng, J. Fang, Free Radic. Biol. Med., 2014, 69, 15; DOI: https://doi.org/10.1016/j.freeradbiomed.2013.12.027.

    Article  CAS  PubMed  Google Scholar 

  42. J. Yao, D. Duan, Z. L. Song, J. Zhang, J. Fang, Free Radic. Biol. Med., 2020, 152, 659; DOI: https://doi.org/10.1016/j.freeradbiomed.2020.01.008.

    Article  CAS  PubMed  Google Scholar 

  43. J. Sang, W. Li, H.-J. Diao, R.-Z. Fan, J.-L. Huang, L. Gan, M.-F. Zou, G.-H. Tang, S. Yin, Cancer Lett., 2021, 509, 13; DOI: https://doi.org/10.1016/j.canlet.2021.03.030.

    Article  CAS  PubMed  Google Scholar 

  44. M. Yang, W. Zhang, X. Yu, F. Wang, Y. Li, Y. Zhang, Y. Yang, Med. Sci. Monit., 2021, 27, e930083–1; DOI: https://doi.org/10.12659/MSM.930083.

    CAS  PubMed  PubMed Central  Google Scholar 

  45. Y. Wang, W. Zhang, J. Dong, J. Gao, Bioorg. Chem., 2020, 95, 103530; DOI: https://doi.org/10.1016/j.bioorg.2019.103530.

    Article  CAS  PubMed  Google Scholar 

  46. Z. Song, C. P. Chen, J. Liu, X. Wen, H. Sun, H. Yuan, Eur. J. Med. Chem., 2016, 124, 809; DOI: https://doi.org/10.1016/j.ejmech.2016.09.005.

    Article  CAS  PubMed  Google Scholar 

  47. E. Chupakhin, O. Babich, A. Prosekov, L. Asyakina, M. Gureev, M. Krasavin, Nat. Prod. Res., 2020, 1; DOI: https://doi.org/10.1080/14786419.2020.1727474.

  48. L. Asyakina, S. Sukhikh, S. Ivanova, A. Prosekov, E. Ulrikh, E. Chupahin, O. Babich, Biomolecules, 2021, 11, 1; DOI: https://doi.org/10.3390/biom11030365.

    Article  CAS  Google Scholar 

  49. Z. Yan, L. Xie, Y. Tian, M. Li, J. Ni, Y. Zhang, L. Niu, Plants, 2020, 9, 729; DOI: https://doi.org/10.3390/plants9060729.

    Article  CAS  PubMed Central  Google Scholar 

  50. M. Z. Bhatti, A. Ali, A. Ahmad, A. Saeed, S. A. Malik, BMC Res. Notes, 2015, 8, 279; DOI: https://doi.org/10.1186/s13104-015-1228-3.

    Article  PubMed  PubMed Central  Google Scholar 

  51. D. N. Olennikov, V. M. Nikolaev, N. K. Chirikova, Antioxidants, 2021, 10, 863; DOI: https://doi.org/10.3390/antiox10060863.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  52. S. Sukhikh, S. Noskova, S. Ivanova, L. Skrypnik, A. Pungin, E. Ulrikh, E. Chupakhin, O. Babich, Plants, 2021, 10, 1330; DOI: https://doi.org/10.3390/plants10071330.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

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Authors and Affiliations

  1. St. Petersburg State University, 26 Universitetskii prosp., 198504, St. Petersburg, Russian Federation

    E. G. Chupakhin & M. Yu. Krasavin

  2. Baltic Federal University named after Emmanuel Kant, 14 ul. Aleksandra Nevskogo, 236041, Kaliningrad, Russian Federation

    E. G. Chupakhin & M. Yu. Krasavin

Authors
  1. E. G. Chupakhin
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  2. M. Yu. Krasavin
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Correspondence to M. Yu. Krasavin.

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The authors declare no competing interests.

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No human or animal subjects were used in this research.

This work was financially supported by the Russian Foundation for Basic Research (Project No. 19-33-60010).

Based on the materials of the spring school-conference on medicinal chemistry “MedKhimRar-21” (March 29–30, 2021, Khimki, Moscow Region, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 443–448, March, 2022.

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Chupakhin, E.G., Krasavin, M.Y. Natural compounds as inhibitors of thioredoxin reductase (TrxR1). Russ Chem Bull 71, 443–448 (2022). https://doi.org/10.1007/s11172-022-3431-4

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  • DOI: https://doi.org/10.1007/s11172-022-3431-4

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