title: 1H-1,2,3-triazole-tethered uracil-ferrocene and uracil-ferrocenylchalcone conjugates: Synthesis and antitubercular evaluation.
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.
authors.affiliation: Department of Chemistry, Guru Nanak Dev University, Amritsar, Punjab, India.
authors.forename: Amandeep
authors.initials: A
authors.lastname: Singh
authors.affiliation: UMR 8576 - UGSF - Unité de Glycobiologie Structurale et Fonctionnelle, University of Lille, Lille, France.|CNRS, UMR 8576, Lille, France.
authors.forename: Christophe
authors.initials: C
authors.lastname: Biot
authors.affiliation: CNRS, Centre d'étude d'agents Pathogènes et Biotechnologies pour la Santé, Université de Montpellier, Montpellier, France.
authors.forename: Albertus
authors.initials: A
authors.lastname: Viljoen
authors.affiliation: CNRS, Centre d'étude d'agents Pathogènes et Biotechnologies pour la Santé, Université de Montpellier, Montpellier, France.
authors.forename: Christian
authors.initials: C
authors.lastname: Dupont
authors.affiliation: CNRS, Centre d'étude d'agents Pathogènes et Biotechnologies pour la Santé, Université de Montpellier, Montpellier, France.|INSERM, CPBS, Montpellier, France.
authors.forename: Laurent
authors.initials: L
authors.lastname: Kremer
authors.affiliation: Department of Chemistry, Guru Nanak Dev University, Amritsar, Punjab, India.|Department of Applied Chemistry, Giani Zail Singh Campus College of Engineering and Technology, MRSPTU, Bathinda, Punjab, India.
authors.forename: Kewal
authors.initials: K
authors.lastname: Kumar
authors.affiliation: Department of Chemistry, Guru Nanak Dev University, Amritsar, Punjab, India.
authors.forename: Vipan
authors.initials: V
authors.lastname: Kumar
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002384:Catalysis; D002470:Cell Survival / Q000187:drug effects; D002599:Chalcone / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003300:Copper / Q000737:chemistry; D005296:Ferrous Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006367:HeLa Cells; D006801:Humans; D000075163:Metallocenes; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry; D014498:Uracil / Q000737:chemistry
chemical_list: D000995:Antitubercular Agents; D005296:Ferrous Compounds; D000075163:Metallocenes; D014230:Triazoles; D014498:Uracil; D002599:Chalcone; D003300:Copper; C004998:ferrocene
keywords: antitubercular activity; azide-alkyne cycloaddition reaction; structure-activity relationship; uracil-ferrocenylchalcones conjugates