In this review, a comprehensive overview of advances in the supramolecular complexes of carbohydrates and poorly soluble drugs is presented. Through the complexation process, poorly soluble drugs could be efficiently delivered to their desired destinations. Carbohydrates, the most abundant biomolecules, have diverse physicochemical properties owing to their inherent three-dimensional structures, hydrogen bonding, and molecular recognition abilities. In this regard, oligosaccharides and their derivatives have been utilized for the bioavailability enhancement of hydrophobic drugs via increasing the solubility or stability. By extension, polysaccharides and their derivatives can form self-assembled architectures with poorly soluble drugs and have shown increased bioavailability in terms of the sustained or controlled drug release. These supramolecular systems using carbohydrate will be developed consistently in the field of pharmaceutical and medical application.
In this work, N-benzyltriazole derivatized dextran was evaluated for its potential as a novel carbohydrate-based adsorbent for the removal of methyl violet dye from water. The modified dextran was synthesized by a click reaction of pentynyl dextran and benzyl azide, and the structure was characterized by nuclear magnetic resonance spectroscopy, elemental analysis, and scanning electron microscopy. Dextran was substituted with a triazole-linked benzyl group. For decolorization of the dye effluent, adsorption is a very effective treatment; here, the driving force is based on hydrogen bonding, pi stacking, and electrostatic interaction between the methyl violet dye and the N-benzyltriazole derivatized dextran. Batch experiments were carried out to investigate the required contact time and the effects of pH, initial dye concentrations, and temperature. The experimental data were analyzed with equilibrium isotherms including the Langmuir, Freundlich, and Temkin models. Based on the Langmuir isotherm, the maximum adsorption capacity was determined to be 95.24 mg of dye per gram of the adsorbent. The adsorption obeyed pseudo-second order kinetics, and a negative ΔG0 value indicated adsorption spontaneous in nature.
Baicalein is a type of flavonoid isolated from the roots of a medicinal plant, Scutellaria baicalensis. Although it has attracted considerable attention due to its antiviral, anti-tumor, and anti-inflammatory activities, its limited aqueous solubility inhibits the clinical application of this flavonoid. The present study aimed to prepare and characterize a host-guest complex in an effort to improve the solubility and antioxidant activity of baicalein. The host molecule is a macrocyclic β-cyclodextrin (β-CD) functionalized with cysteine for a synergetic effect. The structure of the synthesized cysteinyl β-CD was analyzed using nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. The inclusion complex with baicalein was studied by UV-vis, NMR spectroscopy, scanning electron microscopy, and X-ray powder diffractometry. The formed cysteinyl β-CD/baicalein inclusion complex efficiently improved the solubility and antioxidant ability of baicalein. Therefore, we suggest that the present cysteinyl β-CD is a potential host molecule for inclusion complexation and for bioavailability augmentation.
Polydiacetylene (PDA) has attracted interest for use as a sensing platform in biomedical, environmental, and chemical engineering applications owing to its capacity for colorimetric and fluorescent transition in response to external stimuli. Many researchers have attempted to develop a tailor-made PDA sensor via conjugation of chemical or biological substances to PDA. Here, we review smart bio-conjugates of PDA with various biomolecules such as carbohydrates, lipids, nucleic acids, and proteins. In addition, materialization and signal amplification strategies to improve handling and sensitivity are described.