Recent Overview on Synthesis of 2-Mercaptobenzimidazole Derivatives and its Activities
Abstract
A novel series 2-(1H-benzimidazol-2-ylsulfanyl) -N-(4-oxo-2-phenyl-thiazolidin-3yl) Various aldehydes and 2-acetamides have been used to synthesise -acetamide 5a–j (5-phenyl-[1,3,4]-oxadiazol-2-ylmethylsulfanyl) - 1H-benzimidazole 6a–j derived from a variety of benzoic acids. These compounds were tested in vitro for antibacterial activity against Gram positive bacteria Staphylococcus aureus and Enterococcus faecalis, Gram negative bacteria Klebsiella pneumoniae and Escherichia coli, and antifungal activity against Aspergillus fumigatus and Candida albicans. The in vitro cytotoxic properties of brine shrimp were investigated using a bioassay. Compounds 5b, 5d, 5g, 5i, 6b, 6e, 6f, and 6i demonstrated excellent activity against a panel of microorganisms, according to the results. 5b, 5g, 5i, 6b, 6f, 6h, and 6i were found to have good cytotoxic activities. Elements, IR, 1H-NMR, 13C-NMR, and MS were used to characterise all of the newly synthesised compounds.
Keywords: Antibacterial, Antifungal, 4-Thiazolidinone,1,3,4-Oxadiazole, Cytotoxicity.
Keywords:
Antibacterial, Antifungal, 4-Thiazolidinone, 1,3,4-Oxadiazole, CytotoxicityDOI
https://doi.org/10.22270/jddt.v12i1.5166References
Kumar J, Rai A, Raj V. A Comprehensive Review on the Pharmacological Activity of Schiff Base Containing Derivatives. Organic & Medicinal Chem IJ, 2017; 1(3):555-564 https://doi.org/10.19080/omcij.2017.01.555564
Jayakumar R, Vadivel R, Ananthi N. Role of Chirality in Drugs. Organic & Medicinal Chem IJ, 2018; 5(3):555-661 https://doi.org/10.19080/OMCIJ.2018.05.555661
Divar M, Yeganeh Y, Jamshidzadeh A, Heidari R, Khabnadideh S. Anticonvulsant activity of some semicarbazone and thiosemicarbazone derivatives of isatin on PTZ induced seizure. JIAPS, 2017; 2(3):04-14
Ali M, Ali S, Khan M, Rashid U, Ahmad M, Khan A, et. Al. Synthesis, biological activities, and molecular docking studies of 2-mercaptobenzimidazole base, s. Bioorganic Chemistry, 2018; 80:472-479 https://doi.org/10.1016/j.bioorg.2018.06.032
El-Hajjaji F, Belghiti ME, Hammouti B, Jodeh S, Hamed O, Lgaz H, Salghi R. Adsorption and corrosion inhibition effect of 2-mercaptobenzimidazole (surfactant) on a carbon steel surface in an acidic medium: Experimental and monte carlo simulations. Port. Electrochimica Acta, 2018; 36:197-212 https://doi.org/10.4152/pea.201803197
Ozturk II, Yarar S, Gürgan M, Ceyhan D, Panagiotou N, Tasiopoulos AJ, Demirkesen S, Aral C. Novel binuclear antimony (III) halide complexes of 5-methoxy-2-mercaptobenzimidazole: synthesis, structural characterization, and biological studies. J. Coord. Chem, 2020; 73:485-505 https://doi.org/10.1080/00958972.2020.1735003
Alheety NF, Hameed A, Alheety MA. Silver nanoparticles anchored 5-methoxy benzimidazol thiomethanol (MBITM): modulate, characterization and comparative studies on MBITM and Ag-MBITM antibacterial activities. J. Phys. Conf. Ser, 2019; 1294(5): 052026 https://doi.org/10.1088/1742-6596/1294/5/052026
Negi D S, Kumar G, Singh M, Singh N. Antibacterial activity of benzimidazole derivatives: a mini review. Res. Rev. J. Chem, 2017; 3:18-28
Alaqeel S I. Synthetic approaches to benzimidazoles from o-phenylenediamine: A literature review. Journal of Saudi Chemical Society, 2017; 21(2):229-237 https://doi.org/10.1016/j.jscs.2016.08.001
Barrón-Bravo O, Hernández-Marín J, Gutiérrez-Chávez A, Franco-Robles E, Molina-Ochoa J, Cruz-Vázquez C, Angel-Sahagún C. Susceptibility of entomopathogenic nematodes to ivermectin and thiabendazole. Chemosphere, 2020; 253: 126658 https://doi.org/10.1016/j.chemosphere.2020.126658
Taha M, Shah SAA, Afifi M, Imran S, Sultan S, Khan KM, et. Al. Synthesis α-glucosidase inhibition and molecular docking study of coumarin based derivatives. Bioorg. Chem. (2018):77:586-592 https://doi.org/10.1016/j.bioorg.2018.01.033
Taha M, Imran S, Rahim F, Wadood A, Khan KM. Oxindole based oxadiazole hybrid analogs. Novel α-glucosidase inhibitors. Bioorg. Chem, 2018; 76: 273-280 https://doi.org/10.1016/j.bioorg.2017.12.001
AlAjmi MF, Hussain A, Rehman MT, Khan AA, Shaikh PA, Khan RA. Design, synthesis, and biological evaluation of benzimidazole-derived biocompatible copper (II) and zinc (II) complexes as anticancer chemotherapeutics. Int. J. Mol. Sci, 2018; 19(5):1492-1514 https://doi.org/10.3390/ijms19051492
Faheem S, Rizvi A, Zhang H, Mehmood S, Sanad M. Synthesis of 99mTc-labeled 2-Mercaptobenzimidazole as a novel radiotracer to diagnose tumor hypoxia. Translational oncology, 2020; 131:1-8
Kallappa M, Hosamani Ramya V. Shingalapur, Synthesis of 2- mercaptobenzimidazole derivatives as potential Anti-microbial and Cytotoxic agents, Arch. Pharm. Chem. Life Sci, 2011; 11:311-319 https://doi.org/10.1002/ardp.200900291
Meyer B N, Ferrigni N R, Putnam J E, Jacobsen L B, Nichols D E, McLaughlin J L, Planta Medica, 1982; 45:31-34 https://doi.org/10.1055/s-2007-971236
Published
Abstract Display: 960 
PDF Downloads: 633 PDF Downloads: 271 How to Cite
Issue
Section
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0). that allows others to share the work with an acknowledgment of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgment of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).
How to Cite
.