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Synthesis and Antimicrobial Activity of 2-(4-Phenyl-2H-chromen-3-yl)-1H-benzo[d]imidazole
Corresponding Author(s) : Prasad Rao Chitneni
Asian Journal of Chemistry,
Vol. 33 No. 8 (2021): Vol 33 Issue 8, 2021
Abstract
A new series of 4-phenyl-2H-chromene-3-benzimidazoles (8a-o) were synthesized by the condensation of 4-phenyl-2H-chromene-3-carbaldehyde with o-phenylene diamines. The products were purified through column chromatography and structures of these compounds were characterized by IR, 1H & 13C NMR and mass spectral data. All the final compounds were screened for their antimicrobial activity and their efficacy were matched with ciprofloxacin. Five compounds (8b, 8d, 8i, 8l and 8o) were found to be most effective compounds of this series and with activities improved than ciprofloxacin under the tested conditions.
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- S. Tahlan, S. Kumar and B. Narasimhan, BMC Chem., 13, 101 (2019); https://doi.org/10.1186/s13065-019-0625-4
- V.A. Mamedov, RSC Adv., 6, 42132 (2016); https://doi.org/10.1039/C6RA03907C
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- J.B. Wright, Chem. Rev., 48, 397 (1951); https:// doi.org/10.1021/cr60151a002
- S. Rajasekhar, B. Maiti, M.M. Balamurali and K. Chanda, Curr. Org. Synth., 14, 40 (2017); https://doi.org/10.2174/1570179413666160818151932
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- M. Gaba and C. Mohan, Med. Chem. Res., 25, 173 (2016); https://doi.org/10.1007/s00044-015-1495-5
- K.F. Ansari and C. Lal, Eur. J. Med. Chem., 44, 4028 (2009); https://doi.org/10.1016/j.ejmech.2009.04.037
- E.N. Djuidje, E. Durini, S. Sciabica, E. Serra, J. Balzarini, S. Liekens, S. Manfredini, S. Vertuani and A. Baldisserotto, Molecules, 25, 4324 (2020); https://doi.org/10.3390/molecules25184324
- M. Costa, T.A. Dias, A. Brito and F. Proença, Eur. J. Med. Chem., 123, 487 (2016); https://doi.org/10.1016/j.ejmech.2016.07.057
- F. Boukattaya, A. Daoud, F. Boeda, M.S.M. Pearson-Long, A. Kadri, N. Gharsallah, P. Bertus and H. Ammar, Med. Chem., 15, 257 (2019); https://doi.org/10.2174/1573406414666181009124449
- M.S.K. Youssef, A.A.O. Abeed and T.I. El-Emary, Hetrocycl. Commun., 23, 55 (2017); https://doi.org/10.1515/hc-2016-0136
- G. Patel and S. Banerjee, Curr. Org. Chem., 24, 2566 (2020); https://doi.org/10.2174/1385272824999200709125717
- F. Salehian, H. Nadri, L. Jalili-Baleh, L. Youseftabar-Miri, S.N.A. Bukhari, A. Foroumadi, T.T. Küçükkilinç, M. Sharifzadeh and M. Khoobi, Eur. J. Med. Chem., 212, 113034 (2021); https://doi.org/10.1016/j.ejmech.2020.113034
- M. Balouiri, M.S. Saad and K. Ibnsouda, J. Pharm. Anal., 6, 71 (2016); https://doi.org/10.1016/j.jpha.2015.11.005
References
S. Tahlan, S. Kumar and B. Narasimhan, BMC Chem., 13, 101 (2019); https://doi.org/10.1186/s13065-019-0625-4
V.A. Mamedov, RSC Adv., 6, 42132 (2016); https://doi.org/10.1039/C6RA03907C
Z. Zhang, H. Zhang, C. Jiao, K. Ye, H. Zhang, J. Zhang and Y. Wang, Inorg. Chem., 54, 2652 (2015); https://doi.org/10.1021/ic502815q
X. Jing, Q. Zhu, F. Xu, X. Ren, D. Li and C. Yan, Synth. Commun., 36, 2597(2006); https://doi.org/10.1080/00397910600764204
J.B. Wright, Chem. Rev., 48, 397 (1951); https:// doi.org/10.1021/cr60151a002
S. Rajasekhar, B. Maiti, M.M. Balamurali and K. Chanda, Curr. Org. Synth., 14, 40 (2017); https://doi.org/10.2174/1570179413666160818151932
A. Kamil, S. Akhtar, A. Khan, E. Farooq, U. Nishan, R. Uddin and U. Farooq, Med. Chem. Res., 25, 1216 (2016); https://doi.org/10.1007/s00044-016-1560-8
M. Gaba and C. Mohan, Med. Chem. Res., 25, 173 (2016); https://doi.org/10.1007/s00044-015-1495-5
K.F. Ansari and C. Lal, Eur. J. Med. Chem., 44, 4028 (2009); https://doi.org/10.1016/j.ejmech.2009.04.037
E.N. Djuidje, E. Durini, S. Sciabica, E. Serra, J. Balzarini, S. Liekens, S. Manfredini, S. Vertuani and A. Baldisserotto, Molecules, 25, 4324 (2020); https://doi.org/10.3390/molecules25184324
M. Costa, T.A. Dias, A. Brito and F. Proença, Eur. J. Med. Chem., 123, 487 (2016); https://doi.org/10.1016/j.ejmech.2016.07.057
F. Boukattaya, A. Daoud, F. Boeda, M.S.M. Pearson-Long, A. Kadri, N. Gharsallah, P. Bertus and H. Ammar, Med. Chem., 15, 257 (2019); https://doi.org/10.2174/1573406414666181009124449
M.S.K. Youssef, A.A.O. Abeed and T.I. El-Emary, Hetrocycl. Commun., 23, 55 (2017); https://doi.org/10.1515/hc-2016-0136
G. Patel and S. Banerjee, Curr. Org. Chem., 24, 2566 (2020); https://doi.org/10.2174/1385272824999200709125717
F. Salehian, H. Nadri, L. Jalili-Baleh, L. Youseftabar-Miri, S.N.A. Bukhari, A. Foroumadi, T.T. Küçükkilinç, M. Sharifzadeh and M. Khoobi, Eur. J. Med. Chem., 212, 113034 (2021); https://doi.org/10.1016/j.ejmech.2020.113034
M. Balouiri, M.S. Saad and K. Ibnsouda, J. Pharm. Anal., 6, 71 (2016); https://doi.org/10.1016/j.jpha.2015.11.005