Multivalent Sialosides: A Tool to Explore the Role of Sialic Acids in Biological Processes

Sialic acids (Sias) are fascinating nine‐carbon monosaccharides that are primarily found on the terminus of the oligosaccharide chains of glycoproteins and glycolipids on cell surfaces. These Sias undergo a variety of structural modifications at their hydroxy and amine positions, thereby resulting in structural diversity and, hence, coordinating a variety of biological processes. However, deciphering the structural functions of such interactions is highly challenging, because the monovalent binding of Sias is extremely weak. Over the last decade, several multivalent Sia ligands have been synthesized to modulate their binding affinity with proteins/lectins. In this Minireview, we highlight recent developments in the synthesis of multivalent Sia probes and their potential applications. We will discuss four key multivalent families, that is, polymers, dendrimers, liposomes, and nanoparticles, and will emphasize the major parameters that are essential for the specific interactions of these molecules with proteins in biological systems.     

Bay‐Annulated Perylene Tetraesters: A New Class of Discotic Liquid Crystals

Selenium‐annulated perylene tetraesters that stabilize the hexagonal columnar phase have been synthesized and characterized, and their thermal and photophysical behavior has been determined. The mesophase range decreased with an increase in chain length. A comparative account of the structure–property relationships of this series of compounds with respect to parent perylene tetraesters, N‐ and S‐annulated perylene tetraesters, in terms of their thermal, photophysical and electrochemical behavior is provided. The bay‐annulation of perylene tetraesters is a good option to modify the thermal and photophysical properties of perylene derivatives and it can provide a new avenue for the synthesis of several technologically important self‐assembling perylene derivatives.     

Molecular complexes of aspirin with humic acid extracted from shilajit and their characterization

Aspirin possesses antipyretic, anti-inflammatory, analgesic and anti-aggregatory activity. The acetylsalicylic acid molecule has a carboxyl group and an ester group. The ester group can be easily hydrolyzed, which reduces the medicinal value and causes side effects on humans. The aim of the present study was to prepare solid complexes between aspirin and humic by lyophilization and solvent evaporation technique in the molar ratio 1:1 and 1:2. Molecular interaction between aspirin and humic acid were studied by DSC, XRD, FT-IR and scanning electron microscopy. This technique clearly demonstrated the existence of solid inclusion complex formation. The lyophilized complex in the molar ratio 1:2 showed enhanced stability and dissolution rates of aspirin significantly. A highly significant (p < 0.05) anti-inflammatory action of the treatment of optimized freeze dried (1:2) aspirin complex with humic acid was evidenced by inhibition of rat paw edema and anti-ulcerogenic action was measured by lowest score (0.63 ± 0.10) with significant reduction in ulceration as compared to aspirin alone.     

Stabilization of nonaqueous foam with lamellar liquid crystal particles in diglycerol monolaurate/olive oil system

Nonaqueous foams stabilized by lamellar liquid crystal (L alpha) dispersion in diglycerol monolaurate (designated as C12G2)/olive oil systems are presented. Foamability and foam stability depending on composition and the effects of added water on the nonaqueous foaming behavior were systematically studied. It was found that the foamability increases with increasing C12G2 concentration from 1 to 3 wt% and then decreases with further increasing concentration, but the foam stability increases continuously with concentration. Depending on compositions, foams are stable for a few minutes to several hours. Foams produced by 10 wt% C12G2/olive oil system are stable for more than 6 h. In the study of effects of added water on the foaming properties of 5 wt% C12G2/olive oil system, it was found that the foamability and foam stability of 5 wt% C12G2/olive oil decreases upon addition of 1 wt% water, but with further increasing water, both the foamability and foam stability increase. Foams with 10% water added system are stable for approximately 4 h. Phase behavior study of the C12G2 in olive oil has shown the dispersion of L alpha particles in the dilute regions at 25 degrees C. Thus, stable foams in the C12G2/olive oil system can be attributed to L alpha particle, which adsorb at the gas-liquid interface as confirmed by surface tension measurements and optical microscopy. Laser diffraction particle size analyzer has shown that the average particle diameter decreases with increasing the C12G2 concentration and, hence, the foams are more stable at higher surfactant concentration. Judging from foaming test, optical micrographs, and particle size, it can be concluded that stable nonaqueous foams in the studied systems are mainly caused by the dispersion of L alpha particles and depending on the particle size the foam stability largely differs.     

Polystyrene-Supported Aminocatalyst Derived from Diarylprolinol for Asymmetric α-Amination of Aldehydes

A new class of polystyrene-supported aminocatalysts with a triazole linker from diphenyl prolinol were developed. Their catalytic activity was tested in the asymmetric α-amination of aldehydes. The substrate scope of this catalysis was studied under the optimized reaction conditions. The reusability of the polystyrene-supported aminocatalyst was demonstrated up to four cycles. Based on the reaction results, a reaction mechanism was proposed for the asymmetric α-amination of aldehydes.     

Formation and characterization of microemulsions containing polymeric silicone

We have prepared microemulsions consisting of water/[40 wt % polyoxyethylene (20 mol) glycerin isostearate (abbreviated as POE-GIS) + 60 wt % random copolymer of polyoxyethylene (POE, 38 mol)/polyoxypropylene (POP, 10 mol) pentaerythritol tetramethyl ether {abbreviated as PEPTME (38/10)}]/[polyoxyethylene (POE, 19 mol)/polyoxypropylene (POP, 19 mol) polydimethylsiloxane copolymer (abbreviated as POE/POP-PDMS)] and water/[40 wt % POE-GIS + 60 wt % PEPTME (38/10)]/[95 wt % POE/POP-PDMS + 5 wt % oleic acid (abbreviated as OA)] systems and characterized them with optical observation, rheometry, and freeze-fracture transmission electron microscopy (FF-TEM) images. Bicontinuous and droplet-type O/W (oil-in-water) microemulsions are formed depending on the volume fraction of water. The bicontinuous structure observed in the oil-rich region, upon successive dilution with water, is transformed into a droplet-type microemulsion without phase separation.The prepared droplet-type microemulsion containing polymeric silicone and random copolymer PEPTME (38/10) as a cosurfactant in the water-rich region has potential applications in cosmetics.