Synthesis and Antibacterial Studies of Some Novel 2-(Coumarin-3-yl)-5-mercapto-1,3,4-oxadiazoles Containing 2,4,6-Trisubstituted s-Triazine Derivatives

A new series of 2-(coumarin-3-yl)-5-mercapto-1,3,4-oxadiazoles based on various aryl thiourea/ureas incorporating a 1,3,5-s-triazine moiety is reported. The components of this series have been obtained by the reaction of cyanuric chloride (1) with 2-(coumarin-3-yl)-5-mercapto-1,3,4-oxadiazole (2). The prepared 2-{(coumarin-3-yl-1,3,4-oxadiazolyl)-5-thio}-4,6-dichloro-s-triazine (3) was subsequently treated with morpholine (4) to form 2-{(coumarin-3-yl-1,3,4-oxadiazolyl)-5-thio}-4-(morpholino)-6-chloro-s-triazine (5). This was further treated with various substituted aryl urea/thioureas (6a–k/7a–k) to afford the title compounds 8a–k and 9a–k, which were and tested for their antibacterial activity (MIC) against different microorganisms. The structures of the novel synthesized compound have been established on the basis of ¹H NMR and FT-IR data together with elemental analysis.

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.     

Convenient Synthesis of Nucleoside‐5′‐Diphosphates from the Corresponding Ribonucleoside‐5′‐phosphoroimidazole

The reaction of ribonucleoside‐5′‐phosphoroimidazolide with a tributylammonium orthophosphate in anhydrous dimethylformamide at room temperature provides a general method for the synthesis of nucleoside‐5′‐diphosphates. The novelty of the approach is to use the triethylammonium salt of 5′‐monophosphate nucleoside derivative prior to the imidazolate reaction with imidazole, triphenylphosphine, and 2,2′‐dithiodipyridine. Deprotection, followed by displacement of the imidazole moiety using tributylammonium orthophosphate and a catalytic amount of zinc chloride in dimethylformamide gave the desired 5′‐diphosphate products. The triethyl ammonium salt of 5′‐diphosphate nucleosides was purified by flash chromatography using DEAE (diethylaminoethyl weak anion exchange resin) Sepharosa fast flow packed in an XK 50/60 column on an Akta FPLC (Fast Protein Liquid Chromatography). Synthesis procedures are reported for adenosine‐5′‐diphosphate, uridine‐5′‐diphosphate, cytidine‐5′‐diphosphate, and guanosine‐5′‐diphosphate. Yields for the displacement reactions ranged from 95 to 97%. Thus, this method offers the advantages of shorter reaction time, greater product yield, and a more cost‐effective synthetic route.     

Design and synthesis of novel 1,3,4-oxadiazole based azaspirocycles catalyzed by NaI under mild condition and evaluated their antidiabetic and antibacterial activities

A modest, efficient, and mild synthetic procedure has been developed for the synthesis of novel series of 1,3,4-oxadiazole containing azaspirocycles derivatives. The reaction of 1,3,4-oxadiazole derivative with diverse azaspiro compounds under room temperature condition with helps of sodium iodide catalyst and polar aprotic solvent. Numerous compensations of this strategy embrace less time required, yield increment, consumption of all reactants, and mild condition. All synthesized compounds evaluated for in vitro antidiabetic and antibacterial screening. Among them some compounds show significant biological response.     

Application of microgels as polymer supports for organic synthesis: preparation of a small phthalide library,a scavenger,and a borohydride reagent

Microgel polymers containing a series of functional groups have been prepared. These microgels were composed of cross-linked poly(styrene) and were prepared by radical polymerization in solution. The microgel polymers exhibit good solubility in an array of different organic solvents, and in addition, they can be efficiently precipitated by the addition of methanol and isolated by filtration. A nine-member phthalide library was synthesized using an aminomethyl-functionalized microgel 5. To further demonstrate the versatility of these microgel polymers, tris(2-aminoethyl)amino microgel 11 was examined as a scavenger reagent to remove unreacted isocyanate after a urea synthesis. Finally, a microgel-supported ammonium borohydride reagent 14 was successfully prepared and used as a reducing agent. Notable features of these microgels are that in all applications the progress of the reaction could be monitored by standard NMR techniques and their preparation is performed using common glassware and techniques found in all organic laboratories.     

Synthesis of zerovalent nanophase metal particles stabilized with poly(ethylene glycol)

Concurrent sonolysis of iron pentacarbonyl and poly(ethylene glycol)-400 (PEG-400) in hexadecane solvent proceeds via zero-order kinetics and results in Fe nanoparticles encapsulated in PEG-400 (Fe-PEG). The transmission electron microscopy images show Fe-PEG consisting of <3 nm Fe particles that are evenly dispersed in the PEG matrix. M?ssbauer and X-ray absorption fine structure/X-ray absorption near-edge structure data reveal an ordered PEG assembly that helps protect the zerovalent Fe core. The Fe nanoparticles in Fe-PEG are superparamagnetic with a magnetization value of 45 emu/g-Fe at 10 KOe. The rheology of the synthesized material shows an unusual increase in viscosity with temperature that is likely due to lower critical saturation temperature phase segregation over 40 degrees C. The low-temperature mobility of the PEG-400 moiety in Fe-PEG would allow facile ligation of the Fe0 core with biologically and chemically active groups.     

Combustion Behaviour of Nitrocellulose and its Complexes with Copper Oxide. Hot stage microscopic studies

Complexes of nitrocellulose (NC – low and high nitrogen content) with copper oxide (CuO) have been synthesized and studied for morphological behaviour on heating from room temperature to 500°C with the help of hot stage microscopy (HSM). During decomposition, NC:CuO complexes show contraction of fibrous boundaries followed by mass movement of matrix, with the evolution of brown yellow colour gas at higher temperatures as compared to NC alone. This revised version was published online in July 2006 with corrections to the Cover Date.     

Particle creation in a time-dependent electric field revisited

We adopt the general formalism for analyzing evolution of gaussian states of quantized fields in time-dependent backgrounds in the Schrodinger picture (presented in detail in Mahajan and Padmanabhan [G. Mahajan, T. Padmanabhan, Gen. Rel. Grav. 40 (2008) 661]) to study the example of a spatially uniform electric field background (in a time-dependent gauge) which is kept turned on for a finite duration of time. In particular, we study the time-dependent particle content, defined in terms of the concept of instantaneous eigenstates, and describe how it captures the time evolution of the quantized field modes. The actual particle creation process occurs over a relatively short interval in time, and the particle content saturates rather quickly. We also compare the power spectrum of the field modes, computed in the asymptotic limit, with the corresponding situation in a cosmological de Sitter background. Particle creation under the influence of a spiked electric field localized in time, as a particular limiting case of the above general model, is also considered.