engleski

Rhodanine derivatives as antioxidant and antibacterial agents

Rhodanine or 2-thioxo-4-thiazolidinon is known for its potential and important role in medicinal chemistry. Rhodanine derivatives exhibit a wide range of pharmacological activities such as antibacterial, antifungal, antidiabetic, antitubercular, anti-HIV, antiparasitic, antioxidant, anticancer, anti- proliferative and anthelmintic agents. For this purpose a series of N-substituted-2- sulfanylidene-1, 3-thiazolidin-4-one derivatives were synthesized and characterized by analytical instrumental techniques like 1H NMR, 13C NMR, FTIR, GC MS, LCMS/MS and C, H, N, S elemental analysis. Furthermore, they were examined for their antibacterial activity against multi drug resistant clinical isolates like: Bacillus subtilis, Staphylococcus aureus (Gram positive) and Escherichia coli, Pseudomonas aeruginosa (Gram negative) bacteria using broth dilution method. Antioxidant activity was performed by DPPH method. Most of the synthesized compounds showed moderate to excellent antibacterial activity against selected Gram-positive and Gram-negative bacteria (MIC values in the range of 125 µg/mL to 15.62 µg/mL) and DPPH scavenging activity (from 3.60% to 94.40%). Compound 2-thioxo-3-(4- (trifluoromethyl)phenyl) thiazolidin-4-one showed the most potent activity against Escherichia coli (3.125 µg/mL), equivalent to antibiotic Amikacin sulphate and against Staphylococcus aureus (0.097 µg/mL), 100 times superior then antibiotic Amikacin sulphate. In addition, it has also shown a potent antioxidant activity (95% DPPH scavenging).

deep eutectic solvents ; choline chloride ; rhodanine

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