Design and synthesis of novel thiopheno-4-thiazolidinylindoles as potent antioxidant and antimicrobial agents

A novel and convenient synthesis of thiopheno-4-thiazolidinyl indole analogues is presented (IVa-IVi), with the aim of obtaining biologically active compounds. 3,5-disubstituted indol-2-carboxyhydrazides (Ia-If) were allowed to react with 3-acetyl-2,5-dichlorothiophene (II) to yield the corresponding 3,5-disubstituted indol-2-carbohydrazides (IIIa-IIIf). The pre-formed indolecarbohydrazides (IIIa-IIIf) were allowed to react with 2-mercaptoacetic acid or 2-mercaptopropanoic acid to produce thiopheno-4-thiazolidinylindoles (IVa-IVi). This reaction protocol affords a simple, eco-friendly, non-hazardous, easier preparation and high yields. The antioxidant (free radical scavenging, total antioxidant capacity and ferric-reducing antioxidant power) and antimicrobial activities of the synthesised compounds were evaluated. The structures and purity of the products were confirmed by their IR, ¹H NMR, ¹³C NMR and mass spectral and analytical data. Most of the compounds tested showed very significant scavenging, antioxidant and antimicrobial activities. Compounds containing electron donor group (CH₃) at the fifth position of indole exhibit an excellent ferric-reducing activity. The present study suggests that compounds IIIa-IIIb, IIIf, IVa-IVc, IVf-IVi, may serve as promising lead scaffolds for antioxidant and antimicrobial agents.     

A Facile Synthesis of Bromo-Substituted Benzofuran Containing Thiazolidinone Nucleus Bridged with Quinoline Derivatives: Potent Analgesic and Antimicrobial Agents

Treatment of 5-bromo-2-acetyl benzofuran with hydrazine followed by condensation of the resulting hydrazone with different quinoline derivatives gave the corresponding Schiff bases. Reaction of these Schiff bases with thioacetic acid furnished the target thiazolidinone molecule. Some of the newly synthesized compounds show promising analgesic and antimicrobial activity.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.     

Fluorescence quenching of 2,2″ dimethyl-p-terphenyl by carbon tetrachloride in different solvents and temperatures

The fluorescence quenching of 2,2″-dimethyl-p-terphenyl (DMT) by carbon tetrachloride by steady state in different solvents, and by transient method in benzene has been carried out at room temperature. The Stern-Volmer (SV) plot has been found to be non-linear with a positive deviation for all the solvents studied. In order to interpret these results we have invoked the ground state complex and sphere of action static quenching models. Using these models various rate parameters have been determined. The magnitudes of these parameters imply that sphere of action static quenching model agrees well with the experimental results. Hence the positive deviation in the SV plots is attributed to the static and dynamic quenching. Further, from the studies of temperature dependence of rate parameters and lifetime measurements, it could be explained that the positive deviation is due to the presence of a small static quenching component in the overall dynamic quenching. With the use of finite sink approximation model, it was possible to check whether these bimolecular reactions as diffusion limited and to estimate independently distance parameter R′ and mutual diffusion coefficient D. Finally an effort has been made to correlate the values of R′ and D with the values of the encounter distance R and the mutual diffusion coefficient D determined using the Edward's empirical relation and Stokes-Einstein relation.     

Nuclear magnetic resonance and electronic spectral studies of Carbonato-ammine Cobalt(III) Complexes

A series of carbonato-ammine cobalt(III) Complexes were prepared. The chemical shifts observed in ⁵⁹Co n. m.r. in these complexes have been explained on the basis of the theory of GRIFFITH and ORGEL . The relative order of ligand field strength obtained from n. m.r. data is in good agreement with the optical data. The splittings of the bands the visible and near u.v. region were examined, and the various crystal field parameters (Dq′ B, Dt′) are discussed.     

Binuclear complexes of silicon(IV) chloride with nickel(II) salicylaldoximates

Some binuclear complexes of silicon(IV) chloride and nickel(II) salicylaldoximates were synthesized and characterised by elemental analyses, conductivity measurements, magnetic and spectral data. The complexes were proved to be 1:1 SiCl₄ adducts. The resulting complexes were amorphous in nature and electrolytes in solution.     

Nuclear Magnetic Resonance and Electronic Spectral Study of oxalato-ammine cobalt(III)complexes

A series of oxalato-ammine cobalt(III) complexes were prepared. The nuclear magnetic resonance spectral properties of this series have been measured. The chemical shifts observed in these complexes have been explained on the basis of the theory of GRIFFITH and ORGEL . The splitting of the bands have been examined. The various crystal field parameters Dq′, B, Dt′ have been discussed.     

Linear and Nonlinear Double-Diffusive Convection in a Fluid-Saturated Porous Layer with Cross-Diffusion Effects

The double-diffusive convection in a horizontal fluid-saturated porous layer, which is heated and salted from below in the presence of Soret and Dufour effects, is studied analytically using both linear and nonlinear stability analyses. The linear analysis is based on the usual normal mode technique, while the nonlinear analysis is based on truncated representation of Fourier series. The generalized Darcy model that includes the time derivative is employed for the momentum equation. The critical Rayleigh number, wavenumber for stationary and oscillatory modes, and frequency of oscillations are obtained analytically using linear theory. The effects of solute Rayleigh number, Lewis number, normalized porosity parameter, Vadasz number, Soret and Dufour parameters on the stationary, oscillatory convection, and heat and mass transfers are shown graphically. The Vadasz number has dual effect on the threshold of the oscillatory convection. Some known results are recovered as special cases of the present problem.     

Fluorescence Quenching of 2,2″-dimethyl-p-terphenyl by Carbon Tetrachloride in Binary Mixtures

The fluorescence quenching of 2,2″-dimethyl-p-terphenyl (DMT) by carbon tetrachloride (CCl₄) was investigated in different solvent mixtures of benzene and acetonitrile at room temperature (300 K). A positive deviation from linearity was observed in the Stern-Volmer plots for all the solvent mixtures. This could be explained satisfactorily by static and dynamic quenching models. The nonlinearities in the S-V plots are interpreted in terms of ground state complex model and the sphere of action static quenching model. The results suggest that positive deviations in the S-V plot are due to the presence of both static and dynamic quenching processes. To explain that bimolecular reactions are diffusion limited, we have used finite sink approximation model. Various rate parameters for the quenching process have been determined by static and dynamic quenching models. The dynamic quenching constant depends on the solvent polarity and indicates that quenching reaction is diffusion limited.     

Kupfer(II)-Komplexe mit 2,2′-Dihydroxychalkonen

Copper(II) complexes with 2,2-dihydroxychalkones have been prepared in aqueous alcohol medium and characterised by the elemental analysis. They have 11 stoichiometry and i.r spectra show the involvement of the OH and C=O groups in the bond formation. These copper(II) complexes show magnetic moments in the range of 1.53–1.98 _B and are insoluble in common organic solvents. In view of the magnetic data, solubility and electronic spectral evidences, an extended polymeric structure has been proposed for these complexes.