Related Experiment Video
Updated: Jun 4, 2025
08:12
Surface Functionalization of Metal-Organic Frameworks for Improved Moisture Resistance
Published on: September 5, 2018
16.0K
Improved Kaempferol Solubility via Heptakis-O-(2-hydroxypropyl)-β-cyclodextrin Complexation: A Combined Spectroscopic
Dongxu Han1, Zhongbao Han1, Liyan Liu1
1School of Chemistry and Chemical Engineering, Shenyang Normal University, Shenyang 110034, China.
International Journal of Molecular Sciences
|December 17, 2024
Summary
Heptakis-O-(2-hydroxypropyl)-β-cyclodextrin (HP-β-CD) significantly enhances kaempferol (Kae) solubility by forming stable complexes. This finding is crucial for developing new Kae formulations and drug delivery systems.
Area of Science:
- Pharmaceutical Sciences
- Supramolecular Chemistry
- Drug Delivery
Background:
- Kaempferol (Kae) is a flavonoid with potential therapeutic benefits but suffers from poor aqueous solubility.
- Cyclodextrins (CDs) are widely used to improve the solubility and bioavailability of poorly soluble drugs.
Purpose of the Study:
- To evaluate the efficacy of four different cyclodextrins (HP-β-CD, DM-β-CD, β-CD, and γ-CD) in enhancing the aqueous solubility of kaempferol (Kae).
- To characterize the complex formed between kaempferol and the most effective cyclodextrin.
Main Methods:
- Phase solubility studies were conducted to assess the solubilizing capacity of different cyclodextrins.
- Complex characterization involved empirical methods, molecular docking, and molecular dynamics simulations.
- Solubility enhancement was quantified by comparing kaempferol concentrations in cyclodextrin solutions versus water.
Main Results:
- All four cyclodextrins formed 1:1 complexes with kaempferol.
- Heptakis-O-(2-hydroxypropyl)-β-cyclodextrin (HP-β-CD) exhibited the most significant solubilizing effect, increasing kaempferol solubility by 12.7-fold.
- Molecular docking revealed favorable interactions, with six hydrogen bonds stabilizing the HP-β-CD/Kae complex, confirmed by stable molecular dynamics simulations.
Conclusions:
- HP-β-CD is a highly effective cyclodextrin for enhancing kaempferol aqueous solubility.
- The stable complex formation suggests potential for improved kaempferol delivery and therapeutic applications.
- This study provides valuable insights into cyclodextrin-flavonoid complexation for pharmaceutical development.
More Related Videos
Related Concept Videos
01:21Factors Affecting Dissolution: Drug pKa, Lipophilicity and GI pH
1.1K
Drug absorption within the gastrointestinal (GI) tract is a complex process influenced by several critical factors, including the site pH, the drug's dissociation constant (pKa), and the drug's lipophilicity. The GI tract exhibits a pH gradient, with an acidic environment in the stomach and a more alkaline environment in the small intestine. This pH variation directly affects the ionization state of drugs.
A drug's pKa and the pH of the gastrointestinal (GI) tract play crucial roles...
A drug's pKa and the pH of the gastrointestinal (GI) tract play crucial roles...
1.1K
01:20Factors Affecting Dissolution: Drug Permeability, Stability and Stereochemistry
174
Orally administered drugs primarily enter the systemic circulation via passive diffusion through the intestinal membranes. The drug's absorption is influenced by drug stability in the gastrointestinal GI tract, membrane permeability, the surface area available for absorption, luminal drug concentration, and residence time in the lumen. Drug permeability can be enhanced by adjusting the lipophilicity, polarity, or molecular size of the drug, promoting its passive transport across intestinal...
174
01:27Factors Influencing Drug Absorption: Drug Dissolution
413
The pharmacokinetic journey of drugs from solid oral dosage forms into systemic circulation is multifaceted. It begins with disintegration, a prerequisite ensuring a solid dosage form's subdivision into minute particles. Dissolution occurs next as these granulated entities solubilize in gastrointestinal fluids. This solubilization is crucial for the succeeding stage, permeation, which describes the traversal of the drug across the intestinal membrane and its subsequent entry into the blood...
413
01:22Factors Influencing Drug Absorption: Physicochemical Parameters
221
The physicochemical characteristics of drugs play a crucial role in formulating stable and bioavailable drug products. The solubility of a drug, governed by the varying pH along the GI tract and its dissociation constant (pKa), is pivotal in determining its ionization state and absorption rate. Notably, weak acids and bases remain unionized and are absorbed more rapidly.
Enhanced drug absorption can be achieved by reducing particle sizes and increasing surface areas, thereby facilitating...
Enhanced drug absorption can be achieved by reducing particle sizes and increasing surface areas, thereby facilitating...
221
01:15Optimizing Chromatographic Separations
342
Optimizing chromatographic separations is crucial for obtaining clean separations in a minimum amount of time. Optimization is required for several factors, including kinetic effects related to band broadening, plate height, capacity factor, and separation factor.
Band broadening refers to spreading solute bands as they travel through the column. This broadening can impact resolution. Plate height (H) represents the length required for one theoretical plate. A lower plate height corresponds to...
Band broadening refers to spreading solute bands as they travel through the column. This broadening can impact resolution. Plate height (H) represents the length required for one theoretical plate. A lower plate height corresponds to...
342
01:21Factors Affecting Dissolution: Polymorphism, Amorphism and Pseudopolymorphism
282
Polymorphism refers to the existence of a drug substance in multiple crystalline forms, known as polymorphs. Recently, this term has been expanded to include solvates (forms containing a solvent), amorphous forms (non-crystalline forms), and desolvated solvates (forms from which the solvent has been removed).
Some polymorphic crystals possess lower aqueous solubility than their amorphous counterparts, leading to incomplete absorption. For instance, the oral suspension of Chloramphenicol, which...
Some polymorphic crystals possess lower aqueous solubility than their amorphous counterparts, leading to incomplete absorption. For instance, the oral suspension of Chloramphenicol, which...
282