Synthesis, Characterization and Evaluation of the Antimicrobial Activity of a New [1,2,4] Triazolo [3,4-B] [1,3,4] Thiadiazoles Derivatives
Keywords:
Triazole, Shiff`s base , Thiadiazol , Antibacterial activityAbstract
In this study, synthesis of [D-H] via reaction of compound [C] with p-alkoxybenzaldehyde. The derivative [C] that produces from reaction the 4-amino-5-(4-aminophenyl)-4H-1,2,4-triazole-3-thiol with phosphoryl chloride. The synthesized derivatives are characterized by 1HNMR and FTIR spectroscopies. The antibacterial activity of the obtained thiadiazol derivatives [D-H] was screened against Gram-positive bacteria viz. (Staphylococcus aureus, Bacillus subtilis) and Gram-negative bacteria viz. (Escherichia coli) by disc diffusion method, the results showed that compound [H] has the highest activity toward Bacillus subtilis and Staphylococcus aureus, while compounds [D] showed the highest activity toward E. coli.
References
Peyton L.R.; Gallagher S.; Hashemzadeh M.; “Triazole antifungals: a review”. Drugs Today, 51(12): 705-718., 2015.
Alam M.M.; “1, 2, 3‐Triazole hybrids as anticancer agents: A review”. Archiv der Pharmazie, 355(1), 2100158, 2022.
Abu-Melha S.; Azher O.A.; Alaysuy O.; Alnoman R.B.; Abualnaja M.M.; Althagafi I.; El-Metwaly N. M.; “Synthesis, molecular modeling and antioxidant activity of new thiadiazolyl-triazole analogues”. J. Saudi Chem. Soc., 101596, 2023.
Evren A.E.; Dawbaa S.; Demokrat N.U.; Yavuz Ş.A.; Gül Ü.D.; Yurttaş L.; “Design and synthesis of new 4-methylthiazole derivatives: In vitro and in silico studies of antimicrobial activity”. J. Mol. Struct, 1241:130692, 2021.
Potopnyk M.A.; Lytvyn R.; Danyliv Y.; Ceborska M.; Bezvikonnyi O.; Volyniuk D.; Gražulevičius J.V.; “N,O π-Conjugated 4-Substituted 1,3-Thiazole BF2 Complexes: Synthesis and Photophysical Properties”. J. Org. Chem., 83: 1095–1105, 2018.
Borcea A.M.; Ionuț I.; Crișan O.; Oniga O.;” An overview of the synthesis and antimicrobial, antiprotozoal, and antitumor activity of thiazole and bisthiazole derivatives”. Mol., 26(3): 624, 2021.
Aya W.A.; Nasreen R.J.; “Synthesis, Characterization, and Investigation of Mesogenic Properties of Bis(2-oxo-2H-Chromen-6-yl) Terephthalate and Bis(2-Oxo-2H-Chromen-7-yl) Terephthalate”. J. Med. Chem. Sci., 6: 803-808, 2023.
Verma C.; Quraishi M.A.; “Recent progresses in Schiff bases as aqueous phase corrosion inhibitors: Design and applications”. Coord. Chem. Rev., 446: 214105, 2021.
Arkan A.Q.; Ibtisam K.J.; “Synthesis of Some New Maleamic Acid and Maleimide Derivatives of Trimethoprim (TMP), with Evaluating their Biological Activity”. Anna. of R.S.C.B., 25(7):1978-1985,2021.
Sahoo P.K.; Sharma R.; Pattanayak P.; “Synthesis and evaluation of 4-amino-5-phenyl-4 H-[1, 2, 4]-triazole-3-thiol derivatives as antimicrobial agents”. Med. Chem. Res.”. 19: 127-135, 2010.
Rajurkar V.; Deshmukh V.; Sonawane M.; “Synthesis, Antimicrobial Evaluation of 4-[(arylimino) methyl-5-(4-[(aryl) methylidene] amino) Phenyl)-4H-1, 2, 4-triazole-3-thiol Derivatives”. Anal. Chem. Lett., 6(4): 470-477, 2016.
Mohammady S.Z.; Aldhayan D.M.; El-Tahawy M.M.; Alazmid M.T.; El Kilany Y.; Zakaria M. A.; Hagar M.; “Synthesis and DFT investigation of new low-melting supramolecular Schiff base ionic liquid crystals”. Cryst., 12(2): 136, 2022.
Yadav G.; Mani J. V.; “Green synthesis of Schiff bases by using natural acid catalysts”. Int. J. Sci. Res, 4(2): 121-127, 2015.
Theophile T.; “Infrared spectroscopy: Materials science, engineering and technology”. Eds.; IntechOpen,: Greece., 2012.
Metin B.; “Basic 1H-and 13C-NMR spectroscopy”. Eds.; Elsevier Science, Turkey, 2005.
Mohamed M.A.; Jaafar J.; Ismail A.F.; Othman M. H.; and Rahman M. A.; “Fourier transform infrared (FTIR) spectroscopy”. Eds.; Elsevier Inc.: 3-26, 2017.
Sharma Y.R.; “Elementary organic spectroscopy”. Eds.;S. Chand Publishing, India, 2008.
Gong Y.X.; Wang Z.Y.; Zhang Z.W.; Chen C.B.; and Wang Y. G.; “Synthesis and biological activity of N-(2-carboxyl-1, 3, 4-thiadiazol-5-yl)-N'-aroyl thioureas and aryloxyacetyl thioureas”. Chin. J. Org. Chem., 26(03): 360, 2006.
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