‘Click Synthesis’ of Some Novel O‐Substituted Oximes Containing 1,2,3‐Triazole‐1,4‐diyl Residues as New Analogs of β‐Adrenoceptor Antagonists

The ‘click synthesis’ of some novel O‐substituted oximes, 7a – 7t , which contain 1,2,3‐triazolediyl residues, as new analogs of β‐adrenoceptor antagonists is described (Schemes 1–4). The synthesis of these compounds was achieved in four to five steps. The formation of oximes of 9H‐fluoren‐9‐one and benzophenone, i.e., 9a and 9b , respectively, followed by their reaction with propargyl bromide, afforded O‐propargyl oximes 10a and 10b , respectively, which by a subsequent CuI‐catalyzed Huisgen cycloaddition with prepared β‐azido alcohols 11a – 11j (Schemes 2 and 3), led to the target compounds 7a – 7t in good yields.     

Dimeric ortho‐palladated homoveratrylamine as an efficient homogeneous catalyst for copper‐free Sonogashira cross‐coupling reaction

The catalytic activity of ortho‐palladated [Pd{C6H2(CH2CH2NH2)‐(OMe)2,3,4}(m‐Br)]2, a complex of homoveratrylamine in the copper‐free Sonogashira coupling reaction has been investigated. This complex is a catalyst that is efficient, stable and non‐sensitive to air and moisture in the Sonogashira reaction. In this homogeneous catalytic system, various aryl halides were efficiently coupled with phenylacetylene in mostly moderate to good yields in N‐methylpyrrolidone at 100 °C under copper‐free conditions. Copyright © 2012 John Wiley & Sons, Ltd.     

Synthesis of a new palladium salt using N‐benzyl DABCO chloride and its application in Suzuki reaction

A palladium catalyst was synthesized using N‐benzyl DABCO chloride and palladium chloride. The structure of this catalyst was characterized and then the catalyst was used in Suzuki cross‐ coupling reaction of different aryl halides with arylboronic acids. All substrates afforded the corresponding products in good to high yields in the presence of low amounts of the catalyst. Under the heating conditions employed, cheaper and more available aryl chlorides gave relatively high yields in the Suzuki reaction. Copyright © 2012 John Wiley & Sons, Ltd.     

The Anticancer Activity and HSA Binding Properties of the Structurally Related Platinum (II) Complexes

The development of resistance and unwanted harmful interaction with other biomolecules instead of DNA are the major drawbacks for application of platinum (Pt) complexes in cancer chemotherapy. To conquer these problems, much works have been done so far to discover innovative Pt complexes. The objective of the current study was to evaluate the anti cancer activities of a series of four and five-coordinated Pt(II) complexes, having deprotonated 2-phenyl pyridine (abbreviated as C^N), biphosphine moieties, i.e., dppm?=?bis(diphenylphosphino) methane (Ph₂PCH₂PPh₂) and dppa?=?bis(diphenylphosphino)amine (Ph₂PNHPPh₂), as the non-leaving carrier groups. The growth inhibitory effect of the Pt complexes [Pt(C^N)(dppm)]PF₆: C ₁ , [Pt(C^N)(dppa)]PF₆: C ₂ , and [Pt(C^N)I(dppa)]: C ₃ , toward the cancer cell lines was measured using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide assay. In addition, the florescence quenching experiments of the interaction between human serum albumin (HSA) and the Pt complexes were performed in order to obtain the binding parameters and to evaluate the denaturing properties of these complexes upon binding to the general carrier protein of blood stream. The structure?Cactivity relationship studies reveal that four-coordinated Pt complexes C ₁ and C ₂ with both significant hydrophobic and charge characteristics, not only exhibit strong antiproliferation activity toward the cancer cell lines, but also they display lower denaturing effect against carrier protein HSA. On the other hand, five-coordinated C ₃ complex with the unusual intermolecular NH??Pt hydrogen binding and the intrinsic ability for oligomerization, exhibits poor anticancer activity and strong denaturing property. The current study reveals that the balance between charge and hydrophobicity of the Pt complexes, also their hydrogen binding abilities and coordination mode are important for their anticancer activities. Moreover, this study may suggest C ₁ and C ₂ as the potential template structures for synthesis of new generation of four-coordinated Pt complexes with strong anticancer activities and weak denaturing effects against proteins.     

Microfluidic synthesis of chitosan-based nanoparticles for fuel cell applications

A microfluidic platform is developed for the synthesis of monodisperse, 100 nm, chitosan based nanoparticles using nanogelation with ATP. The resulting nanoparticles tuned and enhanced transport and electrochemical properties of Nafion based nanocomposite membranes, which is highly favorable for fuel cell applications.     

An efficient method for purification of nonspecific lipid transfer protein‐1 from rice seeds using kiwifruit actinidin proteolysis and ion exchange chromatography

Plant nonspecific lipid transfer proteins are small basic proteins that transport phospholipids between membranes and are subdivided into two subfamilies, nsLTP₁ (9 kDa) and nsLTP₂ (7 kDa). LTPs have potential application in the defense reactions against pathogens and the drug delivery systems. Many efforts have been made for purification of different nsLTPs from various plants; however, most of them used successive purification procedures. We have developed a relatively simple and efficient method for the purification of rice nsLTP₁, based on the proteolytic activity of kiwifruit actinidin on the rice seed extract and one‐step chromatographic procedure on a CM‐Sepharose column. The purity of protein was determined by reversed‐phase high‐performance liquid chromatography (RP‐HPLC) and sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS‐PAGE). The isolated LTP₁ migrated as a homogenous polypeptide with molecular mass of 9 kDa that confirms the efficiency of actinidin on the digestion of major contaminations present in the rice seed extract without any harmful effect on the LTP₁. The advantages of using proteolytic activity of actinidin in purifying rice LTP₁ includes the reduced separation time allowing the purification of LTP₁ in one‐step chromatographic procedure, low costing, high efficiency, and the relative simplicity of the method.     

Two new XP(O)[NHC(CH3)3]2 phosphoramidates,with X = (CH3)2N and [(CH3)3CNH]2P(O)(O)

In N,N′‐di‐tert‐butyl‐N′′,N′′‐dimethylphosphoric triamide, C₁₀H₂₆N₃OP, (I), and N,N′,N′′,N′′′‐tetra‐tert‐butoxybis(phosphonic diamide), C₁₆H₄₀N₄O₃P₂, (II), the extended structures are mediated by P(O)...(H—N)₂ interactions. The asymmetric unit of (I) consists of six independent molecules which aggregate through P(O)...(H—N)₂ hydrogen bonds, giving R₂¹(6) loops and forming two independent chains parallel to the a axis. Of the 12 independent tert‐butyl groups, five are disordered over two different positions with occupancies ranging from to . In the structure of (II), the asymmetric unit contains one molecule. P(O)...(H—N)₂ hydrogen bonds give S(6) and R₂²(8) rings, and the molecules form extended chains parallel to the c axis. The structures of (I) and (II), along with similar structures having (N)P(O)(NH)₂ and (NH)₂P(O)(O)P(O)(NH)₂ skeletons extracted from the Cambridge Structural Database, are used to compare hydrogen‐bond patterns in these families of phosphoramidates. The strengths of P(O)[...H—N]_x (x = 1, 2 or 3) hydrogen bonds are also analysed, using these compounds and previously reported structures with (N)₂P(O)(NH) and P(O)(NH)₃ fragments.     

Sensitive Kinetic-Spectrophotometric Determination of Trace Amounts of Periodate Ion

A simple, precise, sensitive and accurate method was developed for rapid determination of trace quantities of periodate. The method is based on the accelerating effect of periodate on the reaction of bromate and hydrochloric acid in the presence of hydrazine. The decolorization of methyl orange with the reaction products was used to monitor the reaction spectrophotometrically at 525 nm. Periodate could be determined in the concentration ranges of 0.02–1.5 g/mL. The relative standard deviation for ten replicate determinations of 0.3 g/mL of periodate was 1.12%. The method was applied to the determination of periodate in water samples and indirect determination of ethylene glycol in gasoline and glycerol in vegetable oil via Malaprade reaction with satisfactory results.     

The use of Nafion-H® as an efficient catalyst for the direct conversion of primary and secondary trimethylsilyl ethers to their corresponding ethers under mild and heterogeneous conditions

Primary and secondary trimethylsilyl ethers were converted to their corresponding ethers in the presence Nafion-H® with good to excellent yields under mild and heterogeneous conditions.