The complexes of cannabidiol mediated by bridged cyclodextrins dimers with high solubilization, in vitro antioxidant activity and cytotoxicity

Chen, Liyuan; Yang, Waixiang; Gao, Chuanzhu; Liao, Xiali; Yang, Jing; Yang, Bo

doi:10.1016/j.molliq.2021.117017

Cited by 15 publications

(1 citation statement)

References 50 publications

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“…In addition, the toxicity of CBD inclusion complexes against normal human lung cell line (MRC‐5) has been significantly decreased over the free drug. The water solubility of cannabidiol was further improved (42.38 and 28.34 mg/mL) by encapsulation in bridged cyclodextrins with varying chain lengths (succinic acid and thiodipropionic acid respectively) in the study led by Chen et al (Chen et al, 2022). The structural characterisation data of inclusion complexes indicates CBD is incorporated in to two cavities of bridged cyclodextrins with stronger binding forces compared to single cavity control 2,6‐Di‐Omethyl‐ β ‐cyclodextrin.…”

Section: Phytocannabinoid Nanoformulationsmentioning

confidence: 99%

Nanoformulations as a strategy to overcome the delivery limitations of cannabinoids

Reddy

Zomer²,

Mantri

2023

Phytotherapy Research

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Medical cannabis has received significant interest in recent years due to its promising benefits in the management of pain, anxiety, depression and neurological and movement disorders. Specifically, the major phytocannabinoids derived from the cannabis plant such as (À) trans-Δ 9 -tetrahydrocannabinol (THC) and cannabidiol (CBD), have been shown to be responsible for the pharmacological and therapeutic properties.Recently, these phytocannabinoids have also attracted special attention in cancer treatment due to their well-known palliative benefits in chemotherapy-induced nausea, vomiting, pain and loss of appetite along with their anticancer activities. Despite the enormous pharmacological benefits, the low aqueous solubility, high instability (susceptibility to extensive first pass metabolism) and poor systemic bioavailability restrict their utilization at clinical perspective. Therefore, drug delivery strategies based on nanotechnology are emerging to improve pharmacokinetic profile and bioavailability of cannabinoids as well as enhance their targeted delivery. Here, we critically review the nano-formulation systems engineered for overcoming the delivery limitations of native phytocannabinoids including polymeric and lipid-based nanoparticles (lipid nano capsules (LNCs), nanostructured lipid carriers (NLCs), nanoemulsions (NE) and self-emulsifying drug delivery systems (SEDDS)), ethosomes and cyclodextrins as well as their therapeutic applications.

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Section: Phytocannabinoid Nanoformulationsmentioning

confidence: 99%

Nanoformulations as a strategy to overcome the delivery limitations of cannabinoids

Reddy

Zomer²,

Mantri

2023

Phytotherapy Research

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Synthesis, Characterization, Spectroscopic, and Electrochemical Investigation of Inclusion Complex of Ethyl Cinnamate with γ‐Cyclodextrin for Antibacterial Studies

Vellaisamy,

Shanmugasundram,

Ganesan

et al. 2024

ChemistrySelect

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We synthesized cinnamic acid derivatives of ethyl cinnamate (EC) and analyzed the resulting products using 1H‐NMR and FTIR spectroscopy. The formation of the confirmed EC and γ‐Cyclodextrin inclusion complex is investigated through UV–vis and fluorescence spectroscopy. Cyclic voltammetry techniques are employed to analyze the formation of the inclusion complex. By using Job's plot, the stoichiometric ratio of the inclusion complex is found to be 1:1, and the binding constant (K) is calculated through the Benesi‐Hildebrand plot. Furthermore, we calculated the thermodynamic parameters (ΔG) using the Gibbs‐Helmholtz free energy equation, indicating that the formation of this inclusion complex is spontaneous. The molecular interaction between EC and the hydrophobic cavity of γ‐CD is characterized using 2D NMR (ROESY), revealing their specific interactions. Research highlights the need for antibacterial studies due to the rise of new infectious diseases. Specifically, the study investigates the antibacterial activity of inclusion complexes compared to the guest molecule alone.

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Cannabidiol-loaded microparticles embedded in a porous hydrogel matrix for biomedical applications

David,

de Souza,

Silva

et al. 2024

J Mater Sci: Mater Med

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In this study, poly (lactic-co-glycolic acid) (PLGA) microparticles loaded with cannabidiol (CBD) were synthesized (PLGA@CBD microparticles) and embedded up to 10 wt% in a chondroitin sulfate/polyvinyl alcohol hydrogel matrix. In vitro chemical, physical, and biological assays were carried out to validate the potential use of the modified hydrogels as biomaterials. The microparticles had spherical morphology and a narrow range of size distribution. CBD encapsulation efficiency was around 52%, loading was approximately 50%. Microparticle addition to the hydrogels caused minor changes in their morphology, FTIR and thermal analyses confirmed these changes. Swelling degree and total porosity were reduced in the presence of microparticles, but similar hydrophilic and degradation in phosphate buffer solution behaviors were observed by all hydrogels. Rupture force and maximum strain at rupture were higher in the modified hydrogels, whereas modulus of elasticity was similar across all materials. Viability of primary human dental pulp cells up to 21 days was generally not influenced by the addition of PLGA@CBD microparticles. The control hydrogel showed no antimicrobial activity against Staphylococcus aureus, whereas hydrogels with 5% and 10% PLGA@CBD microparticles showed inhibition zones. In conclusion, the PLGA@CBD microparticles were fabricated and successfully embedded in a hydrogel matrix. Despite the hydrophobic nature of CBD, the physicochemical and morphological properties were generally similar for the hydrogels with and without the CBD-loaded microparticles. The data reported in this study suggested that this original biomaterial loaded with CBD oil has characteristics that could enable it to be used as a scaffold for tissue/cellular regeneration. Graphical Abstract

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The complexes of cannabidiol mediated by bridged cyclodextrins dimers with high solubilization, in vitro antioxidant activity and cytotoxicity

Cited by 15 publications

References 50 publications

Nanoformulations as a strategy to overcome the delivery limitations of cannabinoids

Nanoformulations as a strategy to overcome the delivery limitations of cannabinoids

Synthesis, Characterization, Spectroscopic, and Electrochemical Investigation of Inclusion Complex of Ethyl Cinnamate with γ‐Cyclodextrin for Antibacterial Studies

Cannabidiol-loaded microparticles embedded in a porous hydrogel matrix for biomedical applications

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