Synthesis, characterization and antimicrobial activity evaluation of new 2,4-Thiazolidinediones bearing imidazo[2,1-b][1,3,4]thiadiazole moiety

Alagawadi, K. R.; Alegaon, Shankar G.

doi:10.1016/j.arabjc.2010.07.012

Cited by 67 publications

(32 citation statements)

References 16 publications

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“…Synthetic procedure for compounds 7a 1-7 , 7b [1][2][3][4][5][6][7] . Reagents and conditions: (a) sodium, absolute methanol; (b) ethyl chloroacetate, ethanol:DMFA, heating 7 h; (c) hydrazine hydrate, ethanol, heating 6 h; (d) phenyl isothiocyanate/4-chlorophenyl isothiocyanate, 1,4-dioxane:DMFA, heating 6 h; (e) chloroacetyl chloride, methanol:chloroform, heating 10 h; (f) aromatic aldehydes, 1,4-dioxane, piperidine, heating 6 h.…”

Section: Methodsmentioning

confidence: 99%

“…The chemical modulation of the parent thiazolidin-4-one derivatives improved their ferric reducing power, all tested compounds being more active than 3-phenlythiazolidin-4-one, respectively the 3-(4-chlorophenyl)thiazolidin-4-one but they are less active than the ascorbic acid (AA) at the same concentration. 2 0.097 ± 0.0018 7b 2 0.102 ± 0.0024 7a 3 0.055 ± 0.0036 7b 3 0.046 ± 0.0015 7a 4 0.096 ± 0.0023 7b 4 0.066 ± 0.0017 7a 5 0.033 ± 0.0019 7b 5 0.027 ± 0.0013 7a 6 0.033 ± 0.0012 7b 6 0.023 ± 0.0011 7a 7 0.058 ± 0.0041 7b 7 0.041 ± 0.0010 AA 0.0075 ± 0.0002…”

Section: Ferric Reducing Powermentioning

confidence: 99%

“…Low values of EC 50 indicate a higer effectiveness in DPPH scavenging ability. 2 0.107 ± 0.0018 7b 2 0.101 ± 0.0044 7a 3 0.066 ± 0.0011 7b 3 0.049 ± 0.0006 7a 4 0.077 ± 0.0005 7b 4 0.085 ± 0.0017 7a 5 0.038 ± 0.0044 7b 5 0.038 ± 0.0024 7a 6 0.039 ± 0.0008 7b 6 0.037 ± 0.0037 7a 7 0.048 ± 0.0001 7b 7 0.038 ± 0.0014 AA 0.0065 ± 0.0031…”

Section: Dpph Radical Scavenging Assaymentioning

confidence: 99%

“…A survey of the literature reveals that extensive studies have been carried out on the synthesis of thiazolidines. These compounds are known to exhibit interesting biological activity such as antimicrobial [2][3][4][5], antitubercular [6], antipsihotic [7], anticancer [8,9], antiviral [10], anti-HIV [11], anti-inflammatory [12,13] and antihyperglycemic [14][15][16][17] effects. As antidiabetic drugs, thiazolidinediones (pioglitazone-Actos ® and rosiglitazone-Avandia ® , Figure 1) have an important place in type 2 diabetes mellitus therapy [18].…”

Section: Introductionmentioning

confidence: 99%

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The Synthesis and the Biological Evaluation of New Thiazolidin-4-one Derivatives Containing a Xanthine Moiety

et al. 2013

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Abstract:Starting from theophylline (1,3-dimethylxanthine) new thiazolidin-4-one derivatives 7a 1-7 , 7b 1-7 have been synthesized as potential antidiabetic drugs. The structure of the new derivatives was confirmed using spectral methods (FT-IR, 1 H-NMR, 13 C-NMR). The in vitro antioxidant potential of the synthesized compounds was evaluated according to the ferric reducing power, the total antioxidant activity and the DPPH and ABTS radical scavenging assays. Reactive oxygen species (ROS) and free radicals are considered to be implicated in a variety of pathological events, such as diabetes mellitus and its micro-and macrovascular complications. The results of chemical modulation of the thiazolidin-4-one intermediaries 6a, 6b through condensation with several aromatic aldehydes is the improvement of the antioxidant effect. All benzylidenethiazolidin-4-one derivatives 7a 1-7 , 7b 1-7 are more active than their parent thiazolidin-4-ones. The most active compounds are the ones obtained by reaction of condensation with 4-hydroxybenzaldehyde (compounds 7a 5 , 7a 6 ), 4-dimethylaminobenzaldehyde (compounds 7a 6 , 7b 6 ) and 2-nitrobenzaldehyde (compounds 7a 7 , 7b 7 ).

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Section: Methodsmentioning

confidence: 99%

Section: Ferric Reducing Powermentioning

confidence: 99%

Section: Dpph Radical Scavenging Assaymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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The Synthesis and the Biological Evaluation of New Thiazolidin-4-one Derivatives Containing a Xanthine Moiety

et al. 2013

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“…Then an appropriately 2-substitutedphenyl-6-(4-bromophenyl)imidazo(2,1-b)1,3,4-thiadiazole (2g, 0.0045 mol) was added to the reagent with continuous stirring maintaining the temperature at 0 °C for initial 30 min and later stirred at rt for 2 h, and finally at 60 °C for another 2 h. The reaction mixture was then poured in sodium carbonate solution and stirring was continued at 90 °C for 2 h. After cooling to rt, the reaction mixture was suspended into water, extracted with (20 ml) dichloromethane (3 times), and the collective extracts were washed with water and dried over anhydrous sodium sulphate. The residue obtained after the in-vacuo removal of dichloromethane was further recrystallized from ethanol to afford the desired compound (4a-f) as colourless crystalline solid [35].…”

Section: General Procedures For the Synthesis Of 2-substitutedphenyl-5mentioning

confidence: 99%

Novel imidazo[2,1-b]-1,3,4-thiadiazoles as promising antifungal agents against clinical isolate of Cryptococcus neoformans

Alwan

Karpoormath

Palkar

et al. 2015

European Journal of Medicinal Chemistry

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Thiazole‐Based Novel Terpolymer Ligand and Its Transition Metal Complexes: Thermal and Biological Studies

Ahamed¹,

Burkanudeen²

2013

Adv Polym Technol

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A new terpolymer ligand involving 2-amino-6-nitro-benzothiazole, melamine, and formaldehyde (BMF) has been synthesized in the presence of dimethyl formamide medium. The BMF ligand was characterized by elemental analysis and various spectral techniques like Fourier transform infrared (FTIR) spectroscopy, ultraviolet (UV)-visible spectroscopy, and 1 H & 13 C nuclear magnetic resonance (NMR) spectroscopy to elucidate the structure and properties of the terpolymer ligand. The BMF metal complexes were prepared using the BMF ligand with some transition metal ions, such as Cu 2+ , Ni 2+ , and Zn 2+ ions, in the presence of ethanol medium. The prepared complexes have been characterized by elemental analysis and FTIR, electronic, electron spin resonance, and 1 H & 13 C NMR spectral studies. The molecular weight of the BMF ligand and its metal complexes was determined by gel permeation chromatography. The surface features and crystalline behavior of the ligand and its complexes were analyzed by scanning electron microscope (SEM) and X-ray diffraction (XRD) methods. Thermal stability of the ligand and its metal complexes was studied by thermogravimetric analysis (TGA). Kinetic parameters such as activation energyand order of reaction (n), and thermodynamic parameters namely entropy change, free energy change, apparent entropy, and frequency factor were calculated using Freeman-Carroll, Sharp-Wentworth, and Phadnis-Deshpande (PD) methods. Thermal degradation model of the terpolymer ligand and its metal complexes was also proposed using the PD method. The antibacterial activities of the BMF ligand and its metal complexes were checked against chosen microbes such as Shigella sonnei, Escherichia coli, Klebsiella species, Staphylococcus aureus, Bacillus subtilis, and Salmonella typhimurium. C

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Synthesis, characterization and antimicrobial activity evaluation of new 2,4-Thiazolidinediones bearing imidazo[2,1-b][1,3,4]thiadiazole moiety

Cited by 67 publications

References 16 publications

The Synthesis and the Biological Evaluation of New Thiazolidin-4-one Derivatives Containing a Xanthine Moiety

The Synthesis and the Biological Evaluation of New Thiazolidin-4-one Derivatives Containing a Xanthine Moiety

Novel imidazo[2,1-b]-1,3,4-thiadiazoles as promising antifungal agents against clinical isolate of Cryptococcus neoformans

Thiazole‐Based Novel Terpolymer Ligand and Its Transition Metal Complexes: Thermal and Biological Studies

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