ArticleChemistry Central journal2018
Synthesis and antibacterial activity of new 1,2,3-triazolylmethyl-2H-1,4-benzothiazin-3(4H)-one derivatives.
Article in Chemistry Central journal, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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9 citing papers in PubMed.
- Study on Synthesis, Antiproliferative Properties, Immunomodulatory Effects, and Anti-Breast Cancer Activity of New ΔChemistry & biodiversity · 2026Article
- Crystal structures, Hirshfeld surface analysis and inter-action energies of (Acta crystallographica. Section E, Crystallographic communications · 2025Article
- Synthesis and In Silico Analysis of New Polyheterocyclic Molecules Derived from [1,4]-Benzoxazin-3-one and Their Inhibitory Effect against Pancreatic α-Amylase and Intestinal α-Glucosidase.Molecules (Basel, Switzerland) · 2024Article
- Exploring Antimicrobial Features for New Imidazo[4,5-b]pyridine Derivatives Based on Experimental and Theoretical Study.Molecules (Basel, Switzerland) · 2023Article
- Crystal structure, Hirshfeld surface analysis and inter-action energy, DFT and anti-bacterial activity studies of ethyl 2-[(2Acta crystallographica. Section E, Crystallographic communications · 2020Article
- Crystal structure, Hirshfeld surface analysis, inter-action energy and DFT studies of (2Acta crystallographica. Section E, Crystallographic communications · 2020Article
- Crystal structure, Hirshfeld surface analysis and inter-action energy and DFT studies of (2Acta crystallographica. Section E, Crystallographic communications · 2019Article
- Crystal structure, Hirshfeld surface analysis and inter-action energy and DFT studies of 3-{(2Acta crystallographica. Section E, Crystallographic communications · 2019Article
- Crystal structure, Hirshfeld surface analysis and DFT study of (2Acta crystallographica. Section E, Crystallographic communications · 2019Article
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Abstract
backgroundA novel series of 1,2,3-triazole derivatives containing 1,4-benzothiazin-3-one ring (7a-9a, 7b-9b), (10a-12a, 10b-12b) and (13-15) were synthesized by 1,3-dipolar cycloaddition reactions of azides α-D-galactopyranoside azide F, 2,3,4,6-tetra-O-acetyl-(D)-glucopyranosyl azide G and methyl-N-benzoyl-α-azidoglycinate H with compounds 4-6.
findingsInitially, the reactions were conducted under thermal conditions in ethanol. The reaction leads, each time, to the formation of two regioisomers: (Schemes 2, 3) with yields of 17 to 21% for 1,5-disubstituted 1,2,3-triazole-regioisomers (7b-12b) and yields ranging from 61 to 65% for the 1,4-disubstituted regioisomers (7a-12a). In order to report an unequivocal synthesis of the 1,4-regioisomers and confirm the structures of the two regioisomers obtained in thermal conditions (Huisgen reactions), the method click chemistry (Copper-Catalyzed Azide-Alkyne Cycloaddition) has been used.
conclusionsThe newly synthesized compounds using cycloaddition reactions were evaluated in vitro for their antibacterial activities against some Gram positive and Gram negative microbial strains. Among the compounds tested, the compound 8a showed excellent antibacterial activities against PA ATCC and Acin ESBL (MIC = 31.2 μg/ml).
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