Issue

Vol. 36 No. 3 (2024): Vol 36 Issue 3, 2024

Copyright (c) 2024 Amit D. Khakhariya, Nikhil P. Savaniya, Kartik D. Ladva

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Characterization of Thieno[2,3-d]pyrimidin-4-ol Tethered with 1,2,3-Triazole Derivatives and Their Antimicrobial Activity

https://doi.org/10.14233/ajchem.2024.31022
Amit D. Khakhariya
Department of Chemistry, Shri Manibhai Virani & Smt. Navalben Virani Science College, Rajkot-360005, India
https://orcid.org/0000-0002-1416-9304
Nikhil P. Savaniya
Department of Chemistry, Government Science College, Ahwa-394710, India
https://orcid.org/0009-0005-9198-0650
Kartik D. Ladva
Department of Chemistry, Shri Manibhai Virani & Smt. Navalben Virani Science College, Rajkot-360005, India

Corresponding Author(s) : Amit D. Khakhariya

amitkhakhariya@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 3 (2024): Vol 36 Issue 3, 2024

Abstract

In effort to develop biologically active compounds, novel heterocyclic compounds of thieno[2,3-d]pyrimidine tethered with 1,4-disubstituted-1,2,3-triazoles through methylene-oxy group were synthesized and characterized. The synthesized technique possesses a number of standout characteristics, including few reaction steps, high yield, simple reaction conditions and no need for any further purification processes. The in vitro antimicrobial efficacy of the synthesized derivatives was evaluated and several compounds were found to be moderate to excellent inhibition.

Keywords

Thieno[2,3-d]pyrimidine 1,4-Disubstituted-1,2,3-triazole Antimicrobial activity
Khakhariya, A. D., Savaniya, N. P., & Ladva, K. D. (2024). Synthesis and Characterization of Thieno[2,3-d]pyrimidin-4-ol Tethered with 1,2,3-Triazole Derivatives and Their Antimicrobial Activity. Asian Journal of Chemistry, 36(3), 655–660. https://doi.org/10.14233/ajchem.2024.31022
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. D. Puthran, B. Poojary, N. Purushotham, N. Harikrishna, S.G. Nayak, and V. Kamat, Heliyon, 5, e02233 (2019); https://doi.org/10.1016/j.heliyon.2019.e02233
  2. S.A. Elmetwally, K.F. Saied, I.H. Eissa and E.B. Elkaeed, Bioorg. Chem., 88, 102944 (2019); https://doi.org/10.1016/j.bioorg.2019.102944
  3. S.L. Zaidi, S.M. Agarwal, P. Chavalitshewinkoon-Petmitr, K. Ahmad, T. Suksangpleng, F. Avecillae and A. Azam, RSC Adv., 6, 90371 (2016); https://doi.org/10.1039/C6RA15181G
  4. , D. Jabli, K. Dridi and M. L. El Efrit, Lett. Org. Chem., 11, 406 (2014); https://doi.org/10.2174/1570178611666140311005612
  5. S.B. Patil, Heliyon, 9, e16773 (2019); https://doi.org/10.1016/j.heliyon.2023.e16773
  6. B. Nammalwar and R.A. Bunce, Pharmaceuticals, 17, 104 (2024); https://doi.org/10.3390/ph17010104
  7. Q. Han, Z. Yin, J. Sui, Q. Wang, and Y. Sun, J. Braz. Chem. Soc., 30, 1483 (2019); https://doi.org/10.21577/0103-5053.20190044
  8. M.A. El-Sherbeny, M.B. El-Ashmawy, H.I. El-Subbagh, A.A. El-Emam, and F.A. Badria, Eur. J. Med. Chem., 30, 445 (1995); https://doi.org/10.1016/0223-5234(96)88255-9
  9. T.T. Khatri and V.H. Shah, J. Chil. Chem. Soc., 62, 3354 (2017); https://doi.org/10.4067/S0717-97072017000100010
  10. S. Malasala, A. Polomoni, M.N. Ahmad, M. Shukla, A. Dasgupta, G. Kaul, S. Chopra and S. Nanduri, J. Mol. Struct., 1234, 130168 (2021); https://doi.org/10.1016/j.molstruc.2021.130168
  11. A.M.A. Hamid and W. Shehta, J. Heterocycl. Chem., 56, 485 (2019); https://doi.org/10.1002/jhet.3423
  12. H.M. Aly, N.M. Saleh and H.A. Elhady, Eur. J. Med. Chem., 46, 4566 (2011); https://doi.org/10.1016/j.ejmech.2011.07.035
  13. V. Prabhakar, K. Sudhakar Babu, L.K. Ravindranath and J. Latha, Indian J. Adv. Chem. Sci., 5, 30 (2017).
  14. Y. Kotaiah, N. Harikrishna, K. Nagaraju, and C. Venkata Rao, Eur. J. Med. Chem., 58, 340 (2012); https://doi.org/10.1016/j.ejmech.2012.10.007
  15. S. A. El-Metwally, M.M. Abou-El-Regal, I.H. Eissa, A.B.M. Mehany, H.A. Mahdy, H. Elkady, A. Elwan and E.B. Elkaeed, Bioorg. Chem., 112, 104947 (2021); https://doi.org/10.1016/j.bioorg.2021.104947
  16. S.A. El-Metwally, A.K. Khalil and W.M. El-Sayed, Bioorg. Chem., 94, 103492 (2020); https://doi.org/10.1016/j.bioorg.2019.103492
  17. M.A. Aziz, R.A.T. Serya, D.S. Lasheen, A.K. Abdel-Aziz, A. Esmat, A.M. Mansour, A.N.B. Singab and K.A.M. Abouzid, Sci. Rep., 6, 24460 (2016); https://doi.org/10.1038/srep24460
  18. M.M. Fouad, E.R. El-Bendary, G.M. Suddek, I.A. Shehata and M.M. El-Kerdawy, Bioorg. Chem., 81, 587 (2018); https://doi.org/10.1016/j.bioorg.2018.09.022
  19. K.L. Khanduja, S.C. Dogra, S. Kaushal and R.R. Sharma, Biochem. Pharmacol., 33, 449 (1984); https://doi.org/10.1016/0006-2952(84)90239-9
  20. A.K. El-Ansary, A.M. Kamal and M.A.-H. Al-Ghorafi, Chem. Pharm. Bull., 64, 1172 (2016); https://doi.org/10.1248/cpb.c16-00291
  21. K.M. Elattar and A.A. Fadda, Synth. Commun., 46, 1567 (2016); https://doi.org/10.1080/00397911.2016.1211703
  22. M. Nishio, M. Matsuda, F. Ohyanagi, Y. Sato, S. Okumura, D. Tabata, A. Morikawa, K. Nakagawa and T. Horai, Lung Cancer, 49, 245 (2005); https://doi.org/10.1016/j.lungcan.2005.02.007
  23. B.V. Ashalatha, B. Narayana, K.K.V. Raj and N.S. Kumari, Eur. J. Med. Chem., 42, 719 (2007); https://doi.org/10.1016/j.ejmech.2006.11.007
  24. H.M. Ashour, O.G. Shaaban, O.H. Rizk, and I.M. El-Ashmawy, Eur. J. Med. Chem., 62, 341 (2013); https://doi.org/10.1016/j.ejmech.2012.12.003
  25. M. Ersatir, M. Yildirim, E.S. Giray and S. Yalin, Monatsh. Chem., 151, 625 (2020): https://doi.org/10.1007/s00706-020-02573-x
  26. K. Suryanarayana, S. Maddila, K. Nagaraju and S. B. Jonnalagadda, J. Mol. Struct., 1250, 131713 (2022); https://doi.org/10.1016/j.molstruc.2021.131713
  27. A.B. Pandit, M.M. Savant and K.D. Ladva, J. Heterocycl. Chem., 55, 983 (2018); https://doi.org/10.1002/jhet.3128
  28. N.M. Thumar, A.A. Kaneria, M. Vadodaria and K. Ladva, Int. Lett. Chem. Phys. Astron., 65, 11 (2016); https://doi.org/10.18052/www.scipress.com/ILCPA.65.11
  29. J. Saczewski, A. Paluchowska, J. Klenc, E. Raux, S. Barnes, S. Sullivan, B. Duszynska, A.J. Bojarski and L. Strekowski, J. Heterocycl. Chem., 46, 1259 (2009); https://doi.org/10.1002/jhet.236
  30. S.G. Nayak, B. Poojary, V. Kamat and D. Puthran, Arch. Pharm., 2020, 202000103 (2021); https://doi.org/10.1002/ardp.202000103
  31. R. Tayebee, F. Javadi and G. Argi, J. Mol. Catal. A Chem., 368-369, 16 (2013); https://doi.org/10.1016/j.molcata.2012.11.011
  32. N. Erfaninia, R. Tayebee, E.L. Foletto, M.M. Amini, M. Dusek and F.M. Zonoz, Appl. Organomet. Chem., 32, e4047 (2018); https://doi.org/10.1002/aoc.4047
  33. S. Triloknadh, C.V. Rao, K. Nagaraju, N.H. Krishna, C.V. Ramaiah, W. Rajendra, D. Trinath and Y. Suneetha, Bioorg. Med. Chem. Lett., 28, 1663 (2018); https://doi.org/10.1016/j.bmcl.2018.03.030
  34. T.J. Fyfe, B. Zarzycka, H.D. Lim, B. Kellam, S.N. Mistry, V. Katrich, P.J. Scammells, J.R. Lane and B. Capuano, J. Med. Chem., 62, 174 (2019); https://doi.org/10.1021/acs.jmedchem.7b01565
  35. P.L. Kalavadiya, V.H. Kapupara, D.G. Gojiya, T.D. Bhatt, S.D. Hadiyal and H.S. Joshi, Russ. J. Bioorg. Chem., 46, 803 (2020); https://doi.org/10.1134/S1068162020050106
  36. M.A. Kumari, S. Triloknadh, N. Harikrishna, M. Vijjulatha and C.V. Rao, J. Heterocycl. Chem., 54, 3672 (2017); https://doi.org/10.1002/jhet.2995
  37. V.H. Kapupara, P.L. Kalavadiya, D.G. Gojiya, N.D. Parmar and H.S. Joshi, World Sci. News, 119, 139 (2019).
Read More
Author biographies is not available.
Download
AJC-36-3-17
Statistic
Read Counter : 0 Download : 0