Optimisation of β-cyclodextrin inclusion complexes with natural antimicrobial agents: thymol, carvacrol and linalool

Al-Nasiri, Ghofran; Cran, Marlene; Smallridge, Andrew J.; Bigger, Stephen W.

doi:10.1080/02652048.2017.1413147

Cited by 36 publications

(22 citation statements)

References 53 publications

(71 reference statements)

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“…Scientists all over the world have thoroughly examined and characterized the entrapment of pure natural compounds (e.g., polyphenols [ 19 , 20 ], flavonoids [ 21 , 22 ], alkaloids [ 23 , 24 , 25 ], terpenoids [ 26 ]), EOs [ 27 , 28 ] (e.g., tee tree oil [ 29 ], oregano [ 30 ], Eucalyptus staigeriana [ 31 ]) and extracts (e.g., propolis [ 32 , 33 ], olive leaves [ 34 ], Chimonanthus praecox extract [ 35 ]) in α-, β- or γ-CDs or modified CDs for several applications, revealing significantly improved properties to the final complexes [ 36 ].…”

Section: Introductionmentioning

confidence: 99%

Nanosystems for the Encapsulation of Natural Products: The Case of Chitosan Biopolymer as a Matrix

et al. 2020

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Chitosan is a cationic natural polysaccharide, which has emerged as an increasingly interesting biomaterialover the past few years. It constitutes a novel perspective in drug delivery systems and nanocarriers’ formulations due to its beneficial properties, including biocompatibility, biodegradability and low toxicity. The potentiality of chemical or enzymatic modifications of the biopolymer, as well as its complementary use with other polymers, further attract the scientific community, offering improved and combined properties in the final materials. As a result, chitosan has been extensively used as a matrix for the encapsulation of several valuable compounds. In this review article, the advantageous character of chitosan as a matrix for nanosystemsis presented, focusing on the encapsulation of natural products. A five-year literature review is attempted covering the use of chitosan and modified chitosan as matrices and coatings for the encapsulation of natural extracts, essential oils or pure naturally occurring bioactive compounds are discussed.

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Section: Introductionmentioning

confidence: 99%

Nanosystems for the Encapsulation of Natural Products: The Case of Chitosan Biopolymer as a Matrix

et al. 2020

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“…The ICs of FO:β-CD was produced by coprecipitation method based on the previous research with some modifications [15], [16]. This study carried out some volume variations of FO and β-CD, as shown in Table I.…”

Section: Resultsmentioning

confidence: 99%

“…Guest molecules must have the appropriate size or shape to enter the cavity in the host molecule. Stereochemistry and polarity of host and guest molecules determine the effectiveness of encapsulation [16]. In aqueous solution, β-CD can form complexes with several guest compounds (guest) by inserting guest molecules into the middle cavity of the β-CD molecule.…”

Section: A Mechanism Of the Ics Formationmentioning

confidence: 99%

“…There are no covalent bonds that are damaged or formed during complex formation. Some molecular interactions that may occur when forming ICs are hydrophobic, Van der Waals interactions, hydrogen bonds, the release of high energy water from the CD cavity during the inclusion process, and the presence of conformational forces [16].…”

Section: A Mechanism Of the Ics Formationmentioning

confidence: 99%

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Molecular Encapsulation of Frankincense Oil (Boswellia serrata) in β-Cyclodextrin as a Preliminary of the Stability Study

Parbuntari¹,

Etika²,

Mulia³

2020

Int. J. Adv. Sci. Eng. Inf. Technol.

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Molecular encapsulation is the focus of current research because it is proven to be able to maintain and even to improve the physicochemical properties of their guest molecules. A trapping agent plays an essential role in the success of encapsulation. Î²-cyclodextrin (Î²-CD) could be one of the good trapping agents because it has a hydrophobic cavity and a hydrophilic outer surface. Î²-CD can interact with hydrophobic bioactive compounds as the guest molecules by trapping these compounds into the cavity of Î²-CD. Frankincense oil (FO) is one of the essential oils. It has been researched and utilized in various fields, but the physicochemical properties of FO make it less stable. This study explains the encapsulation of FO in Î²-CD. By using the coprecipitation method, this study gives pure crystal, and the efficiency of encapsulation is 78%. The diffraction pattern shown in the ICs identified the pattern of diffraction in crystals with a sharp peak of diffraction, and most of these peaks showed patterns of diffraction in Î²-CD. The absorption intensity of the pure CD was only 2.5, but after inserting the FO in its cavity, the intensity changed to 2.7 - 2.9. It shows that there is an interaction between the non-covalent part of Î²-CD and bioactive molecules, which are also known as hosts - guests inclusion complexes (ICs). The results confirmed as well that the ICs formed is more stable as the increase in the boiling point of the ICs in the range of 280-295oC.

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“…The CO technique utilized manual mixing of the components followed by progressive addition of distilled water (400 µL) forming a solution, while for preparing the inclusion complex by KN method, β-CD and ICaf were kneaded and dispersed in 8 mL of water using magnetic stirring (Kasvi, K40-1810, Kasvi São Paulo, Brazil) for 36 h to obtain a paste. All samples were stored in hermetically sealed containers [ 37 ].…”

Section: Methodsmentioning

confidence: 99%

β-Cyclodextrin/Isopentyl Caffeate Inclusion Complex: Synthesis, Characterization and Antileishmanial Activity

et al. 2020

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Isopentyl caffeate (ICaf) is a bioactive ester widely distributed in nature. Our patented work has shown promising results of this molecule against Leishmania. However, ICaf shows poor solubility, which limits its usage in clinical settings. In this work, we have proposed the development of an inclusion complex of ICaf in β-cyclodextrin (β-CD), with the aim to improve the drug solubility, and thus, its bioavailability. The inclusion complex (ICaf:β-CD) was developed applying three distinct methods, i.e., physical mixture (PM), kneading (KN) or co-evaporation (CO) in different molar proportions (0.25:1, 1:1 and 2:1). Characterization of the complexes was carried out by thermal analysis, Fourier-transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM) and molecular docking. The ICaf:β-CD complex in a molar ratio of 1:1 obtained by CO showed the best complexation and, therefore, was selected for further analysis. Solubility assay showed a marked improvement in the ICaf:β-CD (CO, 1:1) solubility profile when compared to the pure ICaf compound. Cell proliferation assay using ICaf:β-CD complex showed an IC50 of 3.8 and 2.7 µg/mL against L. amazonesis and L. chagasi promastigotes, respectively. These results demonstrate the great potential of the inclusion complex to improve the treatment options for visceral and cutaneous leishmaniases.

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Optimisation of β-cyclodextrin inclusion complexes with natural antimicrobial agents: thymol, carvacrol and linalool

Cited by 36 publications

References 53 publications

Nanosystems for the Encapsulation of Natural Products: The Case of Chitosan Biopolymer as a Matrix

Nanosystems for the Encapsulation of Natural Products: The Case of Chitosan Biopolymer as a Matrix

Molecular Encapsulation of Frankincense Oil (Boswellia serrata) in β-Cyclodextrin as a Preliminary of the Stability Study

β-Cyclodextrin/Isopentyl Caffeate Inclusion Complex: Synthesis, Characterization and Antileishmanial Activity

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