Development of new chiral building blocks for synthesis of bicyclo[3.3.0]octane compounds

Ti(II)-mediated tandem cyclization of (E)-5-(tert-butyldimethylsilyloxy)-8-trimethylsilyl-2-octen-7-ynoate (7) prepared from commercially available optically active epichlorohydrin (2) proceeded diastereoselectively to provide 7-(tert-butyldimethylsilyloxy)-2-trimethylsilylbicyclo[3.3.0]oct-1-en-3-one (1), which serves as a useful chiral building block or intermediate to prepare a variety of compounds having a bicyclo[3.3.0]octane framework.     

Reversed approach to S-farnesylation and S-palmitoylation: application to an efficient synthesis of the C-terminus of lipidated human N-ras hexapeptide

[reaction: see text] A general reversed approach is described to synthesize S-palmitoylated and S-farnesylated peptides via S(N)2 displacement of bromide by reaction of a thiol group containing lipid as nucleophile with bromoalanine-containing peptides as electrophile. By employing this approach, lipidated peptides, including characteristic partial structures of human Ras peptides, were synthesized in good yields. This method gives access to farnesylated, palmitoylated, and doubly lipidated peptides.     

Local Nonsimilarity Solution for the Impact of a Chemical Reaction in an MHD Mixed Convection Heat and Mass Transfer Flow over a Porous Wedge in the Presence Of Suction/Injection

Combined heat and mass transfer in free, forced, and mixed convection flows along a porous wedge with a magnetic effect in the presence of a chemical reaction is investigated. The flow field characteristics are analyzed with the Runge—Kutta—Gill method in conjunction with the shooting method, and local nonsimilarity method. The governing boundary-layer equations are written in a dimensionless form with the use of the Falkner—Skan transformations. Owing to the effect of the buoyancy force, the power law of temperature and concentration, and suction/injection on the wall of the wedge, the flow field is locally nonsimilar. Numerical calculations up to the third-order level of truncation are carried out for different values of dimensionless parameters as a special case. Effects of the magnetic field strength in the presence of a chemical reaction with a variable wall temperature and concentration on the dimensionless velocity, temperature, and concentration profiles are shown graphically. Comparisons with previously published works are performed, and excellent agreement between the results is obtained.     

Thermophoresis and Brownian motion effects on boundary layer flow of nanofluid in presence of thermal stratification due to solar energy

The problem of laminar fluid flow,which results from the stretching of a vertical surface with variable stream conditions in a nanofluid due to solar energy,is investigated numerically.The model used for the nanofluid incorporates the effects of the Brownian motion and thermophoresis in the presence of thermal stratification.The symmetry groups admitted by the corresponding boundary value problem are obtained by using a special form of Lie group transformations,namely,the scaling group of transformations.An exact solution is obtained for the translation symmetrys,and the numerical solutions are obtained for the scaling symmetry.This solution depends on the Lewis number,the Brownian motion parameter,the thermal stratification parameter,and the thermophoretic parameter.The conclusion is drawn that the flow field,the temperature,and the nanoparticle volume fraction profiles are significantly influenced by these parameters.Nanofluids have been shown to increase the thermal conductivity and convective heat transfer performance of base liquids.Nanoparticles in the base fluids also offer the potential in improving the radiative properties of the liquids,leading to an increase in the efficiency of direct absorption solar collectors.     

One-pot synthesis of methyl piperazinyl–quinolinyl nicotinonitrile derivatives under microwave conditions and molecular docking studies with DNA

Derivatives of methyl piperazinyl–quinolinyl nicotinonitrile were synthesised by one-pot method under microwave conditions. This was achieved using the Knoevenagel condensation reaction. The novel derivatives described above were purified by column chromatography and characterised by FT-IR, ¹H, ¹³C, 2D-NMR and HRMS spectroscopic techniques. Furthermore, molecular docking was used to determine the binding sites of DNA with selected compounds. The synthetic method developed in this study showed several advantages including simplicity, high yield of products, coupled with safety and a short reaction time of 15 min.     

Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides

The siliceous frustules of diatom algae contain complex proteins known as silaffins, which consist of a peptide chain with grafted polyamine chains. These polyamines contain twenty or more nitrogen atoms with trimethylene groups between the nitrogens. We synthesized a set of polymers containing grafted long-chain polyamine fragments by using acryloyl chloride(ACh) polymers and activated acrylic acid copolymers as the starting materials. The new polymers contained 0.05 mol%-3.2 mol% of polyamine chains, which corresponded to 0.06-3.56 mmol·g~(-1) amine groups. The new amine-containing polymers formed complexes with short(19-21-mer)deoxyribonucleic acid(DNA) and ribonucleic acid(RNA) strands, and these complexes penetrated into model yeast cells and A549 lung cancer cell. This study demonstrates the potential of these species based on long-chain polyamines to serve as novel gene delivery systems.     

Structural features and N-H…O and O-H…O hydrogen-bonded supramolecular frameworks in 2-methylanilinium hydrogen DL-malate hydrate, 4-methoxyanilinium and 4-methylanilinium hydrogen DL-malate salts

In the crystal structure of 2-methylanilinium hydrogen DL-malate hydrate (I), an additional water molecule is present in asymmetric unit. In the crystal structures of 4-methoxyanilinium hydrogen DL-malate (II) and 4-methylanilinium hydrogen DL-malate (III), the hydrogen malate anions exhibit configurational disorder with major component occupy S-configuration and minor component occupy R-configuration provided both (II) and (III) are prepared from a racemic mixture of DL-malic acid. In crystal structures of compounds (I)–(III), the hydrogen malate anions and anilinium cations from O-H…O and N-H…O hydrogen bonds which exhibit interesting supramolecular frameworks. In compound (I), the N-H…O and O-H…O hydrogen-bonded anionic-cationic framework form two-dimensional hydrophilic and hydrophobic layers in which the lattice water molecules are embedded in hydrophilic layers. However, in crystal structures of (II) and (III), the hydrogen DL-malate anions form two-dimensional anionic substructure through O-H…O hydrogen bond, in which the anilinium cations are anchored through N-H…O hydrogen bonds.