Synthesis and Structural Elucidation of Amino Acetylenic and Thiocarbamates Derivatives for 2-Mercaptobenzothiazole as Antimicrobial Agents

Abstract

Objective: To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents. Methods:A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-Oalkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, 1 Results:The IR, H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d6 as a solvent. In vitro antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. H-NMR, 13Conclusion: These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against Pseudomonas aeruginosa (P. aeruginosa), AZ-9 demonstrated the highest antifungal activity against Candida albicans (C. albicans), with MIC of 31.25 µg/ml.

Synthesis and Biological Evaluation of Novel Thiazole-Pyrazole Integrated Chalcones as Antioxidant and Anti-Inflammatory Agents

“…The presence of thiazole and pyrazole nucleus in different organic structures leads to potent biological activities such as anticancer [13][14], antimicrobial [15][16][17], anti-inflammatory, and antioxidant [18], antidiabetic [19], and protein kinase inhibitor [20], literature survey reveals that so many of the natural and synthetic thiazole and pyrazole chalcones possess large number of pharmaceutical activities. Due to the importance and in continuation of our work on synthesis of biologically important molecules [21], here, we designed and synthesized various thiazolepyrazole integrated chalcones (Scheme 1).…”

Synthesis and Structural Elucidation of Aminoacetylenic Derivatives of 7-Methoxy- 2-Naphthole as Antimicrobial Agents

“…The synthesized compound showed better activity against tested microbial strains and significant anti-oxidant activities 8 . Aryloxy derivatives as antifungal agents as in tolnaftate or arylallylamine as naftifine 8 and many heterocyclic compounds [9][10][11][12][13] , promoted our interest to envision a new and novel series of aryloxyaminoacetylenic derivatives (RZ2-7) as potential antimicrobial agents with minimal resistant development. These new molecules provide the following interaction that inhibit various sites within microbial cells.…”