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Synthesis of New 2-(5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-ylimino)thiazolidin-4-one Derivatives As Anti-MRSA and Anti-H. Pylori Agents

Overview
Journal BMC Chem
Publisher Springer Nature
Specialty Chemistry
Date 2022 May 27
PMID 35624517
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Abstract

In this work, we have synthesized twenty five new 2-(5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-ylimino)thiazolidin-4-one derivatives bearing an aryl or heteroaryl methylene group on position 5 of thiazolidinone and evaluated their antimicrobial activity against Gram-positive and -negative bacteria as well as three metronidazole resistant Helicobacter pylori strains. Most of the compounds were very potent towards tested Gram-positive bacteria and showed an antibacterial efficacy substantially greater than ampicillin as the reference drug. However, no effectiveness was observed for the Gram-negative microorganisms. The compounds 9, 20 and 29 exhibited strong antimicrobial activity against Helicobacter pylori strains (inhibition zone > 30 mm) in 100 μg/disc and (inhibition zone > 20 mm) in 50 μg/disc. Taking these findings together, it seems that these potent antibacterial derivatives could be considered as promising agents for developing new anti-infectious drugs against microorganisms resistant to currently available antibiotics.

References
1.
Kamal A, Ali Hussaini S, Sucharitha M, Poornachandra Y, Sultana F, Kumar C . Synthesis and antimicrobial potential of nitrofuran-triazole congeners. Org Biomol Chem. 2015; 13(36):9388-97. DOI: 10.1039/c5ob01353d. View

2.
Almasirad A, Ghadimi M, Mirahmadi S, Ahmadian Kodakan P, Jahani R, Nazari M . Design, synthesis, and preliminary pharmacological evaluation of novel thiazolidinone derivatives as potential benzodiazepine agonists. Mol Divers. 2021; 26(2):769-780. DOI: 10.1007/s11030-021-10182-x. View

3.
Barbosa V, Barea P, Mazia R, Ueda-Nakamura T, Ferreira da Costa W, Foglio M . Synthesis and evaluation of novel hybrids β-carboline-4-thiazolidinones as potential antitumor and antiviral agents. Eur J Med Chem. 2016; 124:1093-1104. DOI: 10.1016/j.ejmech.2016.10.018. View

4.
Asadipour A, Edraki N, Nakhjiri M, Yahya-Meymandi A, Alipour E, Saniee P . Anti-Helicobacter pylori activity and Structure-Activity Relationship study of 2-Alkylthio-5-(nitroaryl)-1,3,4-thiadiazole Derivatives. Iran J Pharm Res. 2013; 12(3):281-7. PMC: 3813270. View

5.
Tahmasvand R, Bayat P, Vahdaniparast S, Dehghani S, Kooshafar Z, Khaleghi S . Design and synthesis of novel 4-thiazolidinone derivatives with promising anti-breast cancer activity: Synthesis, characterization, in vitro and in vivo results. Bioorg Chem. 2020; 104:104276. DOI: 10.1016/j.bioorg.2020.104276. View