ArticleBeilstein journal of organic chemistry2015
Physical properties and biological activities of hesperetin and naringenin in complex with methylated β-cyclodextrin.
Article in Beilstein journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed, 58 citations in OpenAlex.
- Preparationof Konjac Glucomannan-Based Composite Films Loaded with Hydroxypropyl-β-Cyclodextrin/Hesperetin Inclusion Complex and Their Preservation Effect on Strawberries.Foods (Basel, Switzerland) · 2026Article
- Cyclodextrin-Based Delivery Systems for Flavonoids: Mechanisms, Advances, Formulation, and Application Opportunities.Antioxidants (Basel, Switzerland) · 2025Review
- Plant Secondary Metabolites as Modulators of Mitochondrial Health: An Overview of Their Anti-Oxidant, Anti-Apoptotic, and Mitophagic Mechanisms.International journal of molecular sciences · 2025Review
- Antibacterial, antioxidant, cytotoxicity, and phytochemical screening of Moringa oleifera leaves.Scientific reports · 2024Article
- Liposomal-Naringenin Radiosensitizes Triple-Negative Breast Cancer MDA-MB-231 CellsIET nanobiotechnology · 2024Article
- Review
- Quercetin: A Potential Polydynamic Drug.Molecules (Basel, Switzerland) · 2023Review
- Influence of β-Cyclodextrin Methylation on Host-Guest Complex Stability: A Theoretical Study of Intra- and Intermolecular Interactions as Well as Host Dimer Formation.Molecules (Basel, Switzerland) · 2023Article
- Naringenin and Hesperidin as Promising Alternatives for Prevention and Co-Adjuvant Therapy for Breast Cancer.Antioxidants (Basel, Switzerland) · 2023Review
- Structural Investigation of Hesperetin-7-Molecules (Basel, Switzerland) · 2022Article
- Review
- Amorphous Inclusion Complexes: Molecular Interactions of Hesperidin and Hesperetin with HP-Β-CD and Their Biological Effects.International journal of molecular sciences · 2022Article
- Heterologous expression of 4α-glucanotransferase: overproduction and properties for industrial applications.World journal of microbiology & biotechnology · 2022Review
- Application of Molecular Dynamics Simulations in the Analysis of Cyclodextrin Complexes.International journal of molecular sciences · 2021Review
- Comparison of Antioxidant Properties of a Conjugate of Taxifolin with Glyoxylic Acid and Selected Flavonoids.Antioxidants (Basel, Switzerland) · 2021Article
- Evaluation of VCAM-1 Targeted Naringenin/Indocyanine Green-Loaded Lipid Nanoemulsions as Theranostic Nanoplatforms in Inflammation.Pharmaceutics · 2020Article
- Computational screening of chalcones acting against topoisomerase IIα and their cytotoxicity towards cancer cell lines.Journal of enzyme inhibition and medicinal chemistry · 2019Article
- Enhanced Solubility and Anticancer Potential of Mansonone G By β-Cyclodextrin-Based Host-Guest Complexation: A Computational and Experimental Study.Biomolecules · 2019Article
- Naringenin AmelioratesFrontiers in neuroscience · 2019Article
- Theoretical and Experimental Studies on Inclusion Complexes of Pinostrobin and β-Cyclodextrins.Scientia pharmaceutica · 2018Article
Corrections and comments
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Authors and funding
9 authors at 3 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The aim of this work is to improve physical properties and biological activities of the two flavanones hesperetin and naringenin by complexation with β-cyclodextrin (β-CD) and its methylated derivatives (2,6-di-O-methyl-β-cyclodextrin, DM-β-CD and randomly methylated-β-CD, RAMEB). The free energies of inclusion complexes between hesperetin with cyclodextrins (β-CD and DM-β-CD) were theoretically investigated by molecular dynamics simulation. The free energy values obtained suggested a more stable inclusion complex with DM-β-CD. The vdW force is the main guest-host interaction when hesperetin binds with CDs. The phase solubility diagram showed the formation of a soluble complex of AL type, with higher increase in solubility and stability when hesperetin and naringenin were complexed with RAMEB. Solid complexes were prepared by freeze-drying, and the data from differential scanning calorimetry (DSC) confirmed the formation of inclusion complexes. The data obtained by the dissolution method showed that complexation with RAMEB resulted in a better release of both flavanones to aqueous solution. The flavanones-β-CD/DM-β-CD complexes demonstrated a similar or a slight increase in anti-inflammatory activity and cytotoxicity towards three different cancer cell lines. The overall results suggested that solubilities and bioactivities of both flavanones were increased by complexation with methylated β-CDs.
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