Encapsulation of Thymol in cyclodextrin nano-cavities: A multi spectroscopic and theoretical study

Bose, Arup; Sengupta, P.; Pal, Uttam; Senapati, Sanjib; Ahsan, Mohd; Roy, Santanu; Das, Upasana; Sen, Kamalika

doi:10.1016/j.saa.2018.10.011

Cited by 17 publications

(6 citation statements)

References 27 publications

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“…This seems to confirm that such a band corresponds to the thymol close to the droplet interface, probably incorporated within the APG-SL layer. Furthermore, the position of such a band is in agreement with previous studies, in which thymol was solubilized in a similar chemical microenvironment to that expected for the interfacial region of the microemulsion [34,35]. On the other side, the other two bands present a noticeable decrease of intensity with the amount of solubilized thymol.…”

Section: Understanding the Solubilization Process Of Thymolsupporting

confidence: 91%

Oil-In-Water Microemulsions for Thymol Solubilization

Fernández‐Peña

Gutiérrez-Muro

Guzmán

et al. 2019

Colloids and Interfaces

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Essential oil compounds (EOCs) are molecules with well-known antimicrobial and antipest activity. However, such molecules possess limited solubility in water, making their handling difficult. This work aimed to enhance the distribution of a solid essential oil compound, thymol, using oil-in-water (o/w) microemulsions for its solubilization. The use of mixtures formed by an alkyl polyglucoside (APG) and soybean lecithin (SL) allowed for stabilization of the o/w microemulsions in a broad range of compositions, with the total concentration of the mixture of the two surfactants (APG+SL) and the APG:SL ratio both being essential for controlling the nature of the obtained dispersions. The microemulsions obtained using oleic acid as the oil phase and with compositions far from those corresponding to the onset of the emulsion region showed a good efficiency for thymol solubilization. This is an advantage from a stability point of view, as well as for ease of thymol preparation. The present work opens new alternatives for designing eco-sustainable formulations for EOC solubilization, with the possibility of preparing the formulations at the place of use, thereby saving transport costs and reducing the emission of pollutants.

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Section: Understanding the Solubilization Process Of Thymolsupporting

confidence: 91%

Oil-In-Water Microemulsions for Thymol Solubilization

Fernández‐Peña

Gutiérrez-Muro

Guzmán

et al. 2019

Colloids and Interfaces

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“…The plot of 1/ΔA v/s 1/[CD] followed a linear trend with a regression value but the plot of 1/ΔA against 1/[CD] 2 gave a nonlinear plot. The possibility of of 1 : 2 stoichiometry is completely ruled out from the nonlinear plot …”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Host Guest Inclusion Complexation of Cyclic Oligosaccharide with Industrially Potent Dye in Different Phases by Physicochemical Contrivance

et al. 2020

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The inclusion phenomena of β-Cyclodextrin and Alizarin complexone was investigated by 1H NMR, 2D ROESY, UV-Visible Spectroscopy, Fluorescence Spectroscopy, HRMS and SEM study. The change in chemical shift values in 1H NMR study established the possibility of interactions between the corresponding protons of β-Cyclodextrin and AC molecule, which was further confirmed by the appearance of cross peaks in 2D ROESY spectrum. The Job plot method gave the host-guest stoitiometric ratio to be 1 : 1. The association constant and thermodynamic parameters like ΔH 0 , ΔS 0 and ΔG 0 were calculated from UV-Visible spectroscopy. The experimental results showed, the fluorescence intensity of AC enhanced with increasing concentration of β-Cyclodextrin. The plot of 1/(F-F 0 ) against 1/[β-Cyclodextrin] gave a straight line indicating 1 : 1 stoichiometric ratio of the inclusion complex formed. In this inclusion process, the ΔG < 0 value describes the process to be a spontaneous one.

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“…It was reported that similar Δ⊐ of Thy were also found in its interaction with ⊎-CD. 27 The NMR results suggested that the hydrophobic aromatic unit of Thy was involved in the complexation with COS. The structure of Thy-COS may be maintained by hydrogen bonds between the aromatic protons of Thy and hydroxyl group of COS. 25,28 The earlier structural investigations together depicted the molecular structure of Thy-COS: the phosphate group of TPP and the amino group of COS interacted through electrostatic attraction to form a hydrophobic cavity structure similar to that of cyclodextrin, where Thy was located.…”

Section: Wileyonlinelibrarycom/jsfamentioning

confidence: 99%

Preparation, investigation and storage application of thymol–chitooligosaccharide complex with enhanced antioxidant and antibacterial properties

et al. 2021

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BACKGROUND: Thymol (Thy) is a natural bioactive agent which possesses various properties and has been widely used in medicine and food industries. However, its poor bioavailability can limit its application.RESULTS: In this study, Thy was interacted with chitooligosaccharide (COS) as Thy-COS complex via an ionic crosslinking method using sodium tripolyphosphate as a crosslinker. The characteristics and thermal stability of Thy-COS were evaluated by ultraviolet-visible (UV-vis), Fourier-transform infrared (FTIR) spectroscopy, proton nuclear magnetic resonance ( 1 H-NMR) and thermogravimetric analysis, and its antioxidant and antibacterial properties were also evaluated. The highest loading capacity of Thy (52.3%) in Thy-COS formed at mass ratio of 1:5. Results indicated the Thy-COS complex was formed mainly by hydrophobic interactions and hydrogen bonds. Upon complexation, the thermal stability, antioxidant and antibacterial activity of Thy were significantly improved. Thy-COS complex was made into a coated film for Nanguo pears and greatly improved its storage quality. Thy-COS delayed the weight loss and softening of Nanguo pears and kept more vitamin-C content (2.12 mg (100 g) −1 ). CONCLUSION: In conclusion, Thy-COS was successfully prepared and improved antioxidant and antibacterial properties of Thy, which has great potential in the food industry.

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Encapsulation of Thymol in cyclodextrin nano-cavities: A multi spectroscopic and theoretical study

Cited by 17 publications

References 27 publications

Oil-In-Water Microemulsions for Thymol Solubilization

Oil-In-Water Microemulsions for Thymol Solubilization

Synthesis and Characterization of Host Guest Inclusion Complexation of Cyclic Oligosaccharide with Industrially Potent Dye in Different Phases by Physicochemical Contrivance

Preparation, investigation and storage application of thymol–chitooligosaccharide complex with enhanced antioxidant and antibacterial properties

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