Enzymatic Synthesis and Molecular Docking Studies of Substituted 5-Phenyl-1,2,4-triazole-3-thione Deoxyribosides

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Дәйексөз келтіру

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Аннотация

Derivatives of 1,2,4-triazole are very important in the pharmaceutical industry. In this work, we synthesized new 5-phenyl-1,2,4-triazole-3-thione 2-deoxyribosides with bulky substituents using an enzymatic transglycosylation reaction. Their antiviral activity against herpes simplex virus type 1 was investigated. The results showed that both cytotoxicity and antiviral activity increase with increasing length of the substituent.

Авторлар туралы

I. Fateev

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Email: ifateev@gmail.com
Moscow, Russia

S. Sasmakov

Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

Email: sasmakov@web.de
Tashkent, Uzbekistan

A. Ziyaev

Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

Tashkent, Uzbekistan

J. Abdurakhmanov

Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

Tashkent, Uzbekistan

T. Toshmurodov

Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

Tashkent, Uzbekistan

S. Ikramov

Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

Tashkent, Uzbekistan

N. Tosheva

Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

Tashkent, Uzbekistan

V. Frolova

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

E. Zorina

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

E. Zayats

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

B. Eletskaya

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

O. Smirnova

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

M. Berzina

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

A. Arnautova

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

Y. Abramchik

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

M. Kostromina

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

A. Kayushin

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

K. Antonov

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

I. Prokhorenko

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

A. Paramonov

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

V. Andronova

D. I. Ivanovsky Institute of Virology (N. F. Gamaleya Research Center of Epidemiology and Microbiology, Ministry of Healthcare of the Russian Federation)

Moscow, Russia

R. Esipov

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

Sh. Azimova

Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

Tashkent, Uzbekistan

A. Miroshnikov

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

I. Konstantinova

Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences

Moscow, Russia

Әдебиет тізімі

  1. Couto Rodrigues S., Silva Moratório de Moraes R., T avares de Almeida Pinto G., Miranda Martins M.T., Antunes do Nascimento P., Alves Soares D.L., Mestre Botelho A.B., Cardoso Cruz C., Cunha A.C. // Chem. Rec. 2025. V. 25. P. e202400190. https://doi.org/10.1002/tcr.202400190
  2. Ghous F. Shukla S., Parveen S., Kumar S., Banerjee M., Bishnoi A. // J. Mol. Struct. 2024. V. 1304. P. 137578. https://doi.org/10.1016/j.molstruc.2024.137578
  3. Zhou C.H., Wang Y. // Curr. Med. Chem. 2012. V. 19. P. 239–280. https://doi.org/10.2174/092986712803414213
  4. Siddiqui S.Z., Arfan M., Abbasi M.A., Shah S.A.A., Ashraf M., Hussain S., Saleem R.Sh.Z., Rafique R., Khan Kh.M. // ChemistrySelect. 2020. V. 5. P. 6430– 6439. https://doi.org/10.1002/slct.201904905
  5. Khan I., Khan A., Halim S.A., Saeed A., Mehsud S., Csuk R., Ibrar A. // Int. J. Biol. Macromol. 2020. V. 142. P. 345–354. https://doi.org/10.1016/j. ijbiomac.2019.09.105
  6. Roman G., Bostanaru A.C., Nastasa V., Mares M // Turk. J. Chem. 2019. V. 43. P. 531–546. https://doi.org/10.3906/kim-1811-4
  7. Kumar S., Khokra S.L., Yadav A. // Future J. Pharm. Sci. 2021. V. 7. P. 106. https://doi.org/10.1186/s43094-021-00241-3
  8. Zahoor A.F., Saeed S., Rasul A., Noreen R., Irfan A., Ahmad S., Zaki M.E. // Biomedicines. 2023. V. 11. P. 3078. https://doi.org/10.3390/biomedicines11113078
  9. Ziyaev A., Sasmakov S., Okmanov R., Makhmudov U., Toshmurodov T., Ziyaeva М., Tosheva N., Azimova Sh. // Chem. Data Collections. 2025. V. 56. P. 101182. https://doi.org/10.1016/j.cdc.2025.101182
  10. Küçükgüzel S.G., Çıkla-Süzgün P. // Eur. J. Med. Chem. 2015. V. 97. P. 830–870. https://doi.org/10.1016/j.ejmech.2014.11.033
  11. Fateev I.V., Sasmakov S.A., Abdurakhmanov J.M., Ziyaev A.A., Khasanov S.S., Eshboev F.B., Ashirov O.N., Frolova V.D., Eletskaya B.Z., Smirnova O.S., Berzina M.Y., Arnautova A.O., Abramchik Y.A., Kostromina M.A., Kayushin A.L., Antonov K.V., Paramonov A.S., Andronova V.L., Galegov G.A., Esipov R.S., Azimova S.S., Miroshnikov A.I., Konstantinova I.D. // Biomolecules. 2024. V. 14. P. 745. https://doi.org/10.3390/biom14070745
  12. Timofeev V.I., Zhukhlistova N.E., Abramchik Y.A., Fateev I.V., Kostromina M.A., Muravieva T.I., Esipov R.S., Kuranova I.P. // J. Acta Crystallogr. F Struct. Biol. Commun. 2018. V. 74. P. 355–362. https://doi.org/10.1107/S2053230X18006337
  13. Koellner G., Luić M., Shugar D., Saenger W., Bzowska A. // J. Mol. Biol. 1998. V. 280. P. 153–166. https://doi.org/10.1006/jmbi.1998.1799
  14. Esipov R.S., Gurevich A.I., Chuvikovsky D.V., Chupova L.A., Muravyova T.I., Miroshnikov A.I. // Protein Expr Purif. 2002. V. 24. P. 56–60. https://doi.org/10.1006/prep.2001.1524
  15. Bugnon M., Röhrig U.F., Goullieux M., Perez M.A.S., Daina A., Michielin O., Zoete V. // Nucleic Acids Res. 2024. V. 52. P. W324-W332. https://doi.org/10.1093/nar/gkae300
  16. Röhrig U.F., Goullieux M., Bugnon M., Zoete V. // J. Chem. Inf. Model. 2023. V. 63. P. 3925–3940. https://doi.org/10.1021/acs.jcim.3c00054
  17. Pettersen E.F., Goddard T.D., Huang C.C., Couch G.S., Greenblatt D.M., Meng E.C., Ferrin T.E. // J. Comput. Chem. 2004. V. 25. P. 1605-1612. https://doi.org/10.1002/jcc.20084
  18. Andronova V.L., Galegov G.A., Ias’ko M.V., Kukhanova M.K., IuS S. // Vopr. Virusol. 2010. V. 55. P. 31–34.
  19. Gus’kova A.A., Skoblov M.Y., Korovina A.N., Yasko M.V., Karpenko I.L., Kukhanova M.K., Andronova V.L., Galegov G.A., Skoblov Y.S. // Chem. Biol. Drug Des. 2009. V. 74. P. 382–389. https://doi.org/10.1111/j.1747-0285.2009.00874.x
  20. Holý A., De Clercq E., Votruba I. // Nucl. Analogues as Antiviral Agents. 1989. V 401. P. 51–71. https://doi.org/10.1021/bk-1989-0401

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