1H‐1,2,3‐triazole‐tethered uracil‐ferrocene and uracil‐ferrocenylchalcone conjugates: Synthesis and antitubercular evaluation |
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Authors: | Amandeep Singh Christophe Biot Albertus Viljoen Christian Dupont Laurent Kremer Kewal Kumar Vipan Kumar |
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Affiliation: | 1. Department of Chemistry, Guru Nanak Dev University, Amritsar, Punjab, India;2. UMR 8576 ‐ UGSF ‐ Unité de Glycobiologie Structurale et Fonctionnelle, University of Lille, Lille, France;3. CNRS, UMR 8576, Lille, France;4. CNRS, Centre d'étude d'agents Pathogènes et Biotechnologies pour la Santé, Université de Montpellier, Montpellier, France;5. INSERM, CPBS, Montpellier, France;6. Department of Applied Chemistry, Giani Zail Singh Campus College of Engineering and Technology, MRSPTU, Bathinda, Punjab, India |
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Abstract: | Copper‐catalyzed azide‐alkyne [3 + 2] cycloaddition has been utilized for preparing a series of 1H‐1,2,3‐triazoles with the purpose of probing structure–activity relationships among a uracil‐ferrocene‐triazole conjugate family. The antitubercular evaluation studies revealed an improvement in activity with the introduction of a ferrocene nucleus among N‐alkylazido‐uracil precursors, with a preference for a bromo‐substituent along with moderate chain lengths of n = 2–6. The reported protocol is a successful approach for integrating uracil‐ferrocene‐chalcone functionalities tethered via 1H‐1,2,3‐triazole rings with apparent physicochemical stability. |
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Keywords: | antitubercular activity azide‐alkyne cycloaddition reaction structure– activity relationship uracil‐ferrocenylchalcones conjugates |
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