Nitrothiazole‐Thiazolidinone Hybrids: Synthesis and in Vitro Antimicrobial Evaluation

Abstract

Herein we report the synthesis of novel compounds inspired by the antimicrobial activities of nitroazole and thiazolidin-4-one based compounds reported in the literature. Target compounds were investigated in vitro for antitubercular, antibacterial, antifungal, and overt cell toxicity properties. All compounds exhibited potent antitubercular activity. Most compounds exhibited low micromolar activity against S. aureus and C. albicans with no overt cell toxicity against HEK-293 cells nor haemolysis against human red blood cells. Notably, compound 3b exhibited low to sub-micromolar activities against Mtb, MRSA, and C. albicans. 3b showed superior activity (0.25 μg/ml) against MRSA compared to vancomycin (1 μg/ml).

Quinolone-3-amidoalkanol: A New Class of Potent and Broad-Spectrum Antimicrobial Agent

“…The CC 50 (concentration required to inhibit 50% cell growth) value was generated by computing the inhibition values against the corresponding log (concentration) using a sigmoidal dose–response function with variable fitting values for the bottom, top, and slope. Any value with a > indicates samples with CC 50 values above the maximum tested concentration (32 μg/mL) …”

“…Any value with a > indicates samples with CC 50 values above the maximum tested concentration (32 μg/mL). 42 4.7. Solubility Determination.…”

Synthesis and In Vitro Antibacterial Evaluation of Mannich Base Nitrothiazole Derivatives

“…The signal at ca 49 ppm was assigned to the chiral N-methanetriyl Nitrothiazole-based compounds seem to have a mode of action against Mtb which is different from that exhibited by current TB agents [16]. Moreover, nitrothiazole derivatives have not been extensively explored, and as such, they present a potential source of novel antitubercular agents [17]. To this effect, we herein propose the synthesis of novel nitrothiazole derivatives and investigate their antitubercular properties.…”

“…The mixture was stirred at room temperature for 24-36 h. The reaction was monitored by TLC, and upon completion, the reaction mixture was concentrated in vacuo. The resulting mixture was then washed with water, filtered, washed with hexane, filtered, and dried to afford intermediate 5 in 80% yields [17]. (ii) Intramolecular cyclization: Into a round-bottom flask, 3 g (11.4 mmol) of compound 5 was added, followed by 1.7 g (2 eq, 22.7 mmol) of ammonium thiocyanate, and 20 mL of ethanol, and the mixture was refluxed for 3-4 h. Upon reaction completion (monitored by TLC), the mixture was left to stand still at room temperature (rt) overnight.…”

Novel quinoline derivatives with broad‐spectrum antiprotozoal activities

“…[27] Among the various chalcone derivatives, aminochalcones have potential as antileishmanial, [28] antitrypanosomal, [29] and antibacterial agents. [30] Nitroaromatic chemicals have been found to exhibit inhibitory effects against various pathogenic organisms, including bacteria, [31,32] fungi, [33] viruses, and protozoans. [34] Typically, they function as prodrugs, wherein the nitro group is bioreduced to generate reactive nitrogen species, which are responsible for the anti-infective properties of this compound class.…”