Effect of the pH on the thermodynamic stability of inclusion complexes of thymol and carvacrol in β-cyclodextrin in water

Cedillo-Flores, Oscar E.; Rodríguez‐Laguna, Norma; Hipólito-Nájera, Adrián Ricardo; Nivón-Ramírez, Didier; Gómez‐Balderas, Rodolfo; Moya‐Hernández, Rosario

doi:10.1016/j.foodhyd.2021.107307

Cited by 16 publications

(11 citation statements)

References 36 publications

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“…The hydrophobic interactions were predominant in the complex. The chemical structure of CARV has a hydrophobic group, such as a benzene ring, which may interact with the hydrophobic side chains of the protein. , Here, R is the universal gas constant (8.3145 J·mol –1 ·K –1 ), T is the temperature (K), and K is the binding constant (L/mol).…”

Section: Resultsmentioning

confidence: 99%

“…The hydrophobic interactions were predominant in the complex. The chemical structure of CARV has a hydrophobic group, such as a benzene ring, which may interact with the hydrophobic side chains of the protein. , normalΔ G ° = prefix− italicRT 0.25em ln nobreak0em0.25em⁡ K b ln nobreak0em0.25em⁡ K normalb 2 ln nobreak0em0.25em⁡ K normalb 1 = prefix− normalΔ H ° R true( 1 T 2 − 1 T 1 ) T normalΔ S ° = normalΔ H ° − normalΔ G ° Here, R is the universal gas constant (8.3145 J·mol –1 ·K –1 ), T is the temperature (K), and K is the binding constant (L/mol).…”

Section: Resultsmentioning

confidence: 99%

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Micellar Casein as a Nanocarrier for Carvacrol: Binding Mechanism, Antioxidant Activity, and Antimicrobial Activity against Escherichia coli

Lelis,

Silva,

Torres Neto

et al. 2023

ACS Food Sci. Technol.

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In this study, micellar casein (CS) and carvacrol (CARV) nanoparticles were successfully prepared by altering the pH of the medium. Fluorescence analysis confirmed that the hydrophobic interactions are the primary forces in the CS-CARV complex. Fourier transform infrared spectroscopy (FTIR) data revealed structural modifications following nanoencapsulation and ultrasound application. The insertion of CARV into the CS structure led to a size reduction, indicating that CARV interacts with the hydrophobic interior of the CS, approaching its protein fractions. The formed nanoparticles showed antioxidant potential, although they did not consistently outperform free CARV. The antimicrobial activity of CARV against Escherichia coli was enhanced after nanoencapsulation (↓87% for minimum inhibitory concentration, MIC, and ↑ 40% for the diameter of the inhibition zone). The nanoencapsulation of CARV within the CS protected against temperature, light, and phase separation over time. Despite sonication, which reduced the size and polydispersity of the nanoparticles, no significant improvements in antimicrobial activity and stability were observed that would justify its use.

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“…The hydrophobic interactions were predominant in the complex. The chemical structure of CARV has a hydrophobic group, such as a benzene ring, which may interact with the hydrophobic side chains of the protein. , Here, R is the universal gas constant (8.3145 J·mol –1 ·K –1 ), T is the temperature (K), and K is the binding constant (L/mol).…”

Section: Resultsmentioning

confidence: 99%

“…The hydrophobic interactions were predominant in the complex. The chemical structure of CARV has a hydrophobic group, such as a benzene ring, which may interact with the hydrophobic side chains of the protein. , normalΔ G ° = prefix− italicRT 0.25em ln nobreak0em0.25em⁡ K b ln nobreak0em0.25em⁡ K normalb 2 ln nobreak0em0.25em⁡ K normalb 1 = prefix− normalΔ H ° R true( 1 T 2 − 1 T 1 ) T normalΔ S ° = normalΔ H ° − normalΔ G ° Here, R is the universal gas constant (8.3145 J·mol –1 ·K –1 ), T is the temperature (K), and K is the binding constant (L/mol).…”

Section: Resultsmentioning

confidence: 99%

Micellar Casein as a Nanocarrier for Carvacrol: Binding Mechanism, Antioxidant Activity, and Antimicrobial Activity against Escherichia coli

Lelis,

Silva,

Torres Neto

et al. 2023

ACS Food Sci. Technol.

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“…Carvacrol has relatively strong free radical scavenging activity due to its structure with phenolic isomers [ 37 ]. In this study, the most commonly used DPPH free radical scavenging test method was used to evaluate the antioxidant capacity of carvacrol microcapsules.…”

Section: Resultsmentioning

confidence: 99%

Microencapsulation of Carvacrol by Complex Coacervation of Walnut Meal Protein Isolate and Gum Arabic: Preparation, Characterization and Bio-Functional Activity

Sun

Cheng

Zhang

et al. 2022

Foods

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As a natural phenolic compound, carvacrol has attracted much attention due to its excellent antibacterial and antioxidant activities. However, its application is limited due to its instability, such as easy volatilization, easy oxidation, etc. Protein-polysaccharide interactions provide strategies for improving their stability issues. In this study, the plant-based carvacrol microcapsules via complex coacervation between walnut meal protein isolate (WMPI) and gum Arabic (GA) has been fabricated and characterized. The formation conditions of WMPI-GA coacervates were determined by some parameters, such as pH, zeta-potential, and turbidity. The optimum preparation conditions were achieved at pH 4.0 with a WMPI-to-GA ratio of 6:1 (w/w). The mean particle size, loading capacity (LC), and encapsulation efficiency (EE) of the microcapsules were 43.21 μm, 26.37%, and 89.87%, respectively. Fourier transform infrared spectroscopy (FT-IR) and fluorescence microscopy further confirmed the successful microencapsulation of carvacrol. The microencapsulation of carvacrol improved the thermal stability of the free carvacrol. The swelling capacity results indicated that it could resist gastric acid, and facilitate its intestinal absorption. Meanwhile, the carvacrol molecules trapped within the microcapsules could be continuously released in a concentration-dependent manner. Furthermore, the microcapsules presented good antioxidant activity and antibacterial activity against the Gram-negative (E. coli) and the Gram-positive (S. aureus) bacteria. These results indicated that the obtained carvacrol microcapsules have a potential application value as a food preservative in the food industry.

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“… 59 Similarly, pH affects the thermodynamic stability of thymol and carvacrol inclusion complexes with β-CD in an aqueous medium. 60 …”

Section: Factors Affecting Inclusion Complex Formationmentioning

confidence: 99%

Recent Advances in the Pharmaceutical and Biomedical Applications of Cyclodextrin-Capped Gold Nanoparticles

Abdellatif¹,

Ahmed²,

Mohammed³

et al. 2023

IJN

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The real problem in pharmaceutical preparation is drugs’ poor aqueous solubility, low permeability through biological membranes, and short biological t 1/2 . Conventional drug delivery systems are not able to overcome these problems. However, cyclodextrins (CDs) and their derivatives can solve these challenges. This article aims to summarize and review the history, properties, and different applications of cyclodextrins, especially the ability of inclusion complex formation. It also refers to the effects of cyclodextrin on drug solubility, bioavailability, and stability. Moreover, it focuses on preparing and applying gold nanoparticles (AuNPs) as novel drug delivery systems. It also studies the uses and effects of cyclodextrins in this field as novel drug carriers and targeting devices. The system formulated from AuNPs linked with CD molecules combines the advantages of both CD and AuNPs. Cyclodextrins benefit in increasing aqueous drug solubility, loading capacity, stability, and size control of gold NPs. Also, AuNPs are applied as diagnostic and therapeutic agents because of their unique chemical properties. Plus, AuNPs possess several advantages such as ease of detection, targeted and selective drug delivery, greater surface area, high loading efficiency, and higher stability than microparticles. In the present article, we tried to present the potential pharmaceutical applications of CD-derived AuNPs in biomedical applications including antibacterial, anticancer, gene-drug delivery, and various targeted drug delivery applications. Also, the article highlighted the role of CDs in the preparation and improvement of catalytic enzymes, the formation of self-assembling molecular print boards, the fabrication of supramolecular functionalized electrodes, and biosensors formation.

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Effect of the pH on the thermodynamic stability of inclusion complexes of thymol and carvacrol in β-cyclodextrin in water

Cited by 16 publications

References 36 publications

Micellar Casein as a Nanocarrier for Carvacrol: Binding Mechanism, Antioxidant Activity, and Antimicrobial Activity against Escherichia coli

Micellar Casein as a Nanocarrier for Carvacrol: Binding Mechanism, Antioxidant Activity, and Antimicrobial Activity against Escherichia coli

Microencapsulation of Carvacrol by Complex Coacervation of Walnut Meal Protein Isolate and Gum Arabic: Preparation, Characterization and Bio-Functional Activity

Recent Advances in the Pharmaceutical and Biomedical Applications of Cyclodextrin-Capped Gold Nanoparticles

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