Synthesis and Docking Study of 6-Substituted Indolo[2,3-B]Quinoxalines

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Abstract

Based on 6-(2-bromoethylpyrimidine-6H)-indolo[2,3-b]quinoxaline, 6-vinyland 6-(2-azidoethyl) derivatives were synthesized by interaction with arylamines - mono- N-(2-(6H-indolo[2,3-b]quinoxalin-6- yl)ethyl)arylamines and N,N-bisubstituted 4-methylaniline. Hybrid compounds indolo[2,3-b]quinoxaline – pyrimidine and 1,2-bis(6H-indolo[2,3-b]quinoxalin-6-yl)ethane were synthesized. Docking study of the synthesized derivatives of indolo[2,3-b]quinoxaline was carried out.

About the authors

A. A. Harutyunyan

Scientific and Technological Centre of Organic and Pharmaceutical Chemistry, NAS RA

Email: artur.harutyunyan.57@mail.ru
ORCID iD: 0000-0003-0641-5453
Azatutyan ave, 26, Yerevan, 0014 Armenia

A. S. Sumbatyan

Scientific and Technological Centre of Organic and Pharmaceutical Chemistry, NAS RA

Email: artur.harutyunyan.57@mail.ru
ORCID iD: 0000-0001-8373-5130
Azatutyan ave, 26, Yerevan, 0014 Armenia

S. G. Israelyan

Scientific and Technological Centre of Organic and Pharmaceutical Chemistry, NAS RA

Email: artur.harutyunyan.57@mail.ru
ORCID iD: 0009-0000-8088-1060
Azatutyan ave, 26, Yerevan, 0014 Armenia

A. A. Hambardzumyan

Scientifc and Production Center "Armbiotechnology" NAS RA

Email: artur.harutyunyan.57@mail.ru
ORCID iD: 0000-0001-9526-7768
ul. Gyurjyan, 14, Yerevan, 0056 Armenia

H. A. Panosyan

Scientific and Technological Centre of Organic and Pharmaceutical Chemistry, NAS RA

Email: artur.harutyunyan.57@mail.ru
ORCID iD: 0000-0001-8311-6276
Azatutyan ave, 26, Yerevan, 0014 Armenia

References

  1. Harmenberg J., Wahren B., Bergman J., Akerfeldt S., Lundblad L. Antimicrob. Agents Chemother. 1988, 32 (11), 1720–1724. http://doi.org/10.1128/aac.32.11.1720-1724
  2. Shibinskaya M.O., Lyakhov S.A., Mazepa A.V., Andronati S.A., Turov A.V., Zholobak N.M., Spivak N.Ya. Eur. J. Med. Chem. 2010, 45, 1237–1243. http://doi.org/10.1016/j.ejmech.2009.12.014
  3. Gu Z., Li Y., Ma S., Li S., Zhou G., Ding S., Zhang J. Wang S., Zhou C. RSC Adv. 2017, 7, 41869–41879. http://doi.org/10.1039/c7ra08138c
  4. Karki S.S., Hazare R., Kumar S., Bhadauria V.S., Balzarini J., De Clercq E. Acta Pharm. 2009, 59, 431–440. в http://doi.org/10.2478/v10007-009-0040-9
  5. Avula S., Komsani J.R., Koppireddi S., Yadla R., Kanugula A.K.R., Kotamraju S. Med. Chem. Res. 2013, 22, 3712–3718. http://doi.org/10.1007/s00044-012-0373-7
  6. Kunjiappan S., Theivendren P., Pavadai P., Govindaraj S., Sankaranarayanan M., Somasundaram B. Arunachalam S., Pandian S.R.K., Ammunje D. N. Bio-technol. Progress. 2019, e2904. http://doi.org/10.1002/btpr.2904
  7. Zanzoul A., Chollet A., Piedra-Arroni E, Stiglia- ni J.L., Bernardes-Genisson V., Essassi E. M., Prat viel G. Lett. Org. Chem. 2015, 12 (10), 727–733. http://doi.org/10.2174/1570178612666150924000909
  8. Hu Y.Q., Xu Z., Qiang M., Lv Z.S. J. Het. Chem. 2018, - 55 (1), 187–191. http://doi.org/10.1002/jhet.3023
  9. Beilst., H., vol. 26, p. 88.
  10. Beilst., H., vol. 26, p. 89.
  11. Арутюнян А.А., Сафарян М.С., Диланян С.В., Паносян Г.А., Данагулян Г.Г. ЖОрХ. 2023, 59 (2), - 187–196. http://doi.org/10.31857/S05147492230200 40
  12. Binda C., Aldeco M., Geldenhuys W.J., Tortorici M., Mattevi A., Edmondson D.E. ACS Med. Chem. Lett. 2011, 3 (1), 39–42. http://doi.org/10.1021/ml200196p http://www.rcsb.org/pdb/home (Дата обращения: 24.10.2025) https://software.informer.com/getfree-chembio3dultra-12.0/ (Дата обращения: 24.10.2025)
  13. Cousins K.R. J. Am. Chem. Soc. 2011, 133, 8388–8388. http://doi.org/dx.doi.org/10.1021/ja204075s
  14. Trott O., Olson A.J. J. Comput. Chem. 2010, 31, 455–461. http://doi.org/org/10.1002/jcc.21334
  15. Eberhardt J., Santos-Martins D., Tillack A.F., Forli S. J. Chem. Inf. Model. 2021, 61 (8), 3891–3898. http://doi.org/10.1021/acs.jcim.1c00203
  16. Gao Y., Yan L., Huang Y., Liu F., Zhao Y., Cao L., Wang T., Sun Q., Ming Z., Zhang L., Ge J., Zheng L., Zhang Y., Wang H., Zhu Y., Zhu C., Hu T., Hua T., Zhang B., Yang X., Li J., Yang H., Liu Z., Xu W., Guddat L.W., Wang Q., Lou Zh., Rao Z. Science. 2020, 368, 779–782. http://doi.org/10.1126/science.abb7498
  17. Kirsch K., Zeke A., Toke O., Sok P., Sethi A., Sebo A., Kumar G.S., Egri P., Poti A.L., Gooley P., Peti W., Bento I., Alexa A., Remeny A. Nat. Commun. 2020, 11, p. 5769. http://doi.org/10.1038/s 41467-020-19582-3

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