authors |
Djemoui, A; Naouri, A; Ouahrani, MR; Djemoui, D; Lahcene, S; Lahrech, MB; Boukenna, L; Albuquerque, HMT; Saher, L; Rocha, DHA; Monteiro, FL; Helguero, LA; Bachari, K; Talhi, O; Silva, AMS |
nationality |
International |
journal |
JOURNAL OF MOLECULAR STRUCTURE |
author keywords |
1,2,3-Triazole; Benzimidazole; Chalcones; Click chemistry; Anticancer activity |
keywords |
BIOLOGICAL EVALUATION; 1,2,3-TRIAZOLE DERIVATIVES; POTENT; DESIGN; ANTIBACTERIAL; AGENTS |
abstract |
Novel series of triazole-benzimidazole-chalcone hybrid compounds have been synthesized via click chemistry, between different azide derivatives and substituted benzimidazole terminal alkynes bearing a chalcone moiety. The starting alkynes are prepared via base-catalysed nitrogen alkylation of pre-synthetized benzimidazole-chalcone substrates. All the intermediates as well as the final products are fully characterized by 1D and 2D NMR and mass spectrometry techniques. HMBC correlations permits the identification of a unique 1,4-disubstitued triazole-benzimidazole-chalcone isomer. Evaluation of the anti-proliferative potential in breast and prostate cancer cell lines showed that the presence of chloro substituents at the chalcone ring of the triazole-benzimidazole-chalcone skeleton enhanced the cytotoxic effects. The benzyl group linked to the 1,2,3-triazole moiety provides more antiproliferative potential. (C) 2019 Elsevier B.V. All rights reserved. |
publisher |
ELSEVIER |
issn |
0022-2860 |
isbn |
1872-8014 |
year published |
2020 |
volume |
1204 |
digital object identifier (doi) |
10.1016/j.molstruc.2019.127487 |
web of science category |
Chemistry, Physical |
subject category |
Chemistry |
unique article identifier |
WOS:000508216300008
|
ciceco authors
impact metrics
journal analysis (jcr 2019):
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journal impact factor |
2.463 |
5 year journal impact factor |
2.121 |
category normalized journal impact factor percentile |
42.453 |
dimensions (citation analysis):
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altmetrics (social interaction):
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