Structural Investigation of Hesperetin-7-O-Glucoside Inclusion Complex with β-Cyclodextrin: A Spectroscopic...

Area of Science:

• Flavonoid chemistry and pharmaceutical formulation
• Supramolecular chemistry and drug delivery systems

Background:

• Flavonoids possess biological activity, making them valuable for functional foods and pharmaceuticals.
• Hesperetin-7-O-glucoside (HEPT7G) is a flavonoid with potential health benefits, but its applications are limited by poor solubility and stability.

Purpose of the Study:

• To formulate and characterize a hesperetin-7-O-glucoside/β-cyclodextrin (HEPT7G/βCD) inclusion complex.
• To investigate the effects of complexation on HEPT7G's stability, solubility, and spectroscopic properties.

Main Methods:

• Formulation of HEPT7G/βCD complex via enzymatic hydrolysis of hesperidin.
• Comprehensive characterization using FTIR, Raman, UV-Vis, NMR, DSC, LC-MS, SEM, PXRD, zeta potential, Job's plot, and phase solubility measurements.
• Analysis of supramolecular interactions and stereoisomer configurations.

Main Results:

• A highly efficient conversion rate (98%) was achieved for HEPT7G/βCD complex formation.
• NMR analysis revealed a 1:1 stoichiometric complex with both -2S and -2R stereoisomers of HEPT7G.
• Complete inclusion of HEPT7G within the β-cyclodextrin cavity was confirmed, significantly enhancing water solubility and thermal stability.

Conclusions:

• The HEPT7G/βCD inclusion complex formation successfully improved the physicochemical properties of hesperetin-7-O-glucoside.
• Enhanced solubility and stability suggest increased bioavailability and potential for improved health benefits of HEPT7G.
• This formulation strategy holds promise for developing advanced flavonoid-based functional foods and pharmaceuticals.