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Design and Synthesis of Chromenone-Benzimidazole/Bezoxazole-1,2,3-triazole Hybrids and their Antimicrobial Activity
Corresponding Author(s) : Prasad Rao Chitneni
Asian Journal of Chemistry,
Vol. 34 No. 7 (2022): Vol 34 Issue 7, 2022
Abstract
A novel series of chromenone-benzimidazole/bezoxazole-1,2,3-triazole hybrids have been designed and synthesized using 4-hydroxy-chromenone. The 4-hydroxychromenone was used to produce terminal alkynated chromenone, which in turn reacted with different benzimidazole and benzoxazole aryl azides using Click reaction condition to afford respective title compounds in good yields. All the synthesized 1,2,3-triazole derivatives were screened for their in vitro antimicrobial activity against four bacterial and two fungal strains, among them compounds 3a, 3f and 3j were showed potent antimicrobial activity.
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- X.L. Hu, Z. Xu, M.L. Liu, L.S. Feng and G.D. Zhang, Curr. Top. Med. Chem., 17, 3219 (2017); https://doi.org/10.2174/1568026618666171215100326
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- H.M. Alshibl, E.S. Al-Abdullah, M.E. Haiba, H.M. Alkahtani, G. Awad, A.H. Mahmoud, B. Ibrahim, A. Bari and A. Villinger, Molecules, 25, 3251 (2020); https://doi.org/10.3390/molecules25143251
- M.Z. Hassan, H. Osman, M.A. Ali and M.J. Ahsan, Eur. J. Med. Chem., 123, 236 (2016); https://doi.org/10.1016/j.ejmech.2016.07.056
- M.J. Matos, D.M. Herrera Ibatá, E. Uriarte and D. Viña, ChemMedChem, 15, 532 (2020); https://doi.org/10.1002/cmdc.202000018
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- D. Li and L. Wu, Exp. Ther. Med., 14, 874 (2017); https://doi.org/10.3892/etm.2017.4569
- N. Raquet and D. Schrenk, Food Chem. Toxicol., 68, 257 (2014); https://doi.org/10.1016/j.fct.2014.03.014
- A.N. Panche, A.D. Diwan and S.R. Chandra, J. Nutr. Sci., 5, 47 (2016); https://doi.org/10.1017/jns.2016.41
- S. Kumar, S.L. Khokra and A. Yadav, Future J. Pharm. Sci., 7, 106 (2021); https://doi.org/10.1186/s43094-021-00241-3
- M.S. Vasava, M.N. Bhoi, S.K. Rathwa, D.J. Jethava, P.T. Acharya, D.B. Patel and H.D. Patel, Mini Rev. Med. Chem., 20, 532 (2020); https://doi.org/10.2174/1389557519666191122125453
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References
X.L. Hu, Z. Xu, M.L. Liu, L.S. Feng and G.D. Zhang, Curr. Top. Med. Chem., 17, 3219 (2017); https://doi.org/10.2174/1568026618666171215100326
D. Feng, A. Zhang, Y. Yang and P. Yang, Arch. Pharm., 353, e1900380 (2020); https://doi.org/10.1002/ardp.201900380
G. Tugcu, H. Sipahi and A. Aydin, Curr. Top. Med. Chem., 19, 1121 (2019); https://doi.org/10.2174/1568026619666190618143552
H.M. Alshibl, E.S. Al-Abdullah, M.E. Haiba, H.M. Alkahtani, G. Awad, A.H. Mahmoud, B. Ibrahim, A. Bari and A. Villinger, Molecules, 25, 3251 (2020); https://doi.org/10.3390/molecules25143251
M.Z. Hassan, H. Osman, M.A. Ali and M.J. Ahsan, Eur. J. Med. Chem., 123, 236 (2016); https://doi.org/10.1016/j.ejmech.2016.07.056
M.J. Matos, D.M. Herrera Ibatá, E. Uriarte and D. Viña, ChemMedChem, 15, 532 (2020); https://doi.org/10.1002/cmdc.202000018
K.V. Sashidhara, G.R. Palnati, S.R. Avula, S. Singh, M. Jain and M. Dikshit, Bioorg. Med. Chem. Lett., 22, 3115 (2012); https://doi.org/10.1016/j.bmcl.2012.03.059
D. Li and L. Wu, Exp. Ther. Med., 14, 874 (2017); https://doi.org/10.3892/etm.2017.4569
N. Raquet and D. Schrenk, Food Chem. Toxicol., 68, 257 (2014); https://doi.org/10.1016/j.fct.2014.03.014
A.N. Panche, A.D. Diwan and S.R. Chandra, J. Nutr. Sci., 5, 47 (2016); https://doi.org/10.1017/jns.2016.41
S. Kumar, S.L. Khokra and A. Yadav, Future J. Pharm. Sci., 7, 106 (2021); https://doi.org/10.1186/s43094-021-00241-3
M.S. Vasava, M.N. Bhoi, S.K. Rathwa, D.J. Jethava, P.T. Acharya, D.B. Patel and H.D. Patel, Mini Rev. Med. Chem., 20, 532 (2020); https://doi.org/10.2174/1389557519666191122125453
N. Anand, N. Jaiswal, S.K. Pandey, A.K. Srivastava and R.P. Tripathi, Carbohydr. Res., 346, 16 (2011); https://doi.org/10.1016/j.carres.2010.10.017