betadex and carvacrol

This article describes the development of a novel liposome nanocarrier system. Carvacrol (Car) is first embedded in β-cyclodextrin (β-CD) by the freeze-drying method to form the β-cyclodextrin-carvacrol inclusion compound (β-CD-Car), and then β-CD-Car liposomes (β-CD-Car-LPs) and β-CD-Car liposomes coated with S-layer proteins (SLPs) from Lactobacillus buchneri 20023 (SLP/β-CD-Car-LPs) were prepared. The liposomes were characterized, and their stabilities, in vitro release characteristics, and antibacterial activities were investigated. Results showed that the fabricated liposome SLP/β-CD-Car-LPs was nanosized, oval and homogenous, with the particle size of 229.1 ± 6.81 nm, the polydispersity index of 0.139, and the zeta potential of 27.9 mV. Measurements based on Triton X-100 resistance indicated that the SLP-coated liposomes were more stable than naked liposomes. The in vitro release study results showed that the rate of release from SLP-coated liposomes was much lower than that from uncoated liposomes. The minimum inhibitory activity (MIC) of SLP/β-CD-Car-LPs (0.05 mg/mL) was 6.4 times higher than that of the free carvacrol (0.32 mg/mL) and was twice that of β-CD-Car-LPs (0.1 mg/mL). In general, the stability, antibacterial activity, and sustained release effect of β-CD-Car-LPs modified with SLPs were improved. Findings suggested that SLP-coated liposomes could be developed as a favorable delivery system for potential applications in the food industry.

Topics: Anti-Bacterial Agents; beta-Cyclodextrins; Cymenes; Lactobacillus; Lipopolysaccharides; Liposomes; Membrane Glycoproteins

Essential oils (EOs) are primarily isolated from medicinal plants and possess various biological properties. However, their low water solubility and volatility substantially limit their application potential. Therefore, the aim of the current study was to improve the solubility and stability of the

Topics: 2-Hydroxypropyl-beta-cyclodextrin; beta-Cyclodextrins; Calorimetry, Differential Scanning; Molecular Docking Simulation; Oils, Volatile; Research Design; Solubility; Spectroscopy, Fourier Transform Infrared

Most of approximately 1.8 billion people involved in agriculture protect their food products using pesticides especially insecticides which may remain in foods as pesticide residues. Among insecticides organophosphates such as malathion have been widely used around the world and others such as parathion has been restricted because of their toxicity. Carvacrol (CAR) is the main component of Satureja khuzestanica. Since chemical composition of foods can alter toxicity of pesticides, in this work, the effect of coadministration of CAR and organophosphates on renal function has been studied and compared with the effect of coadministration of carvacrol loaded beta cyclodextrin-alginate-chitosan (BAC) based nanoflowers. Serum levels of urea and creatinine and histological examination were analyzed after 10 days of administration of chemicals. Malathion and parathion significantly increased urea and creatinine and induced renal inflammation. However, coadministration of CAR or BAC-CAR modified urea and creatinine and improved renal inflammation. BAC-CAR modified serum levels of urea more efficient than CAR (P < 0.05). It is concluded that BAC could be considered as a carrier for drugs used to treat renal disorders. Carvacrol can be used in the formulation of organophosphate pesticides, which may control pests more efficiently than conventional organophosphate pesticides.

Topics: Alginates; beta-Cyclodextrins; Chitosan; Cymenes; Insecticides; Malathion; Parathion

We present the development of surfactant-free, silica-free and fully biobased oil-in-water antimicrobial Pickering emulsions, based on the self-assembly of β-cyclodextrin and phytoantimicrobial oils (terpinen-4-ol or carvacrol). Undecylenic acid (UA), derived from castor oil, can be used as bio-based drug to treat fungal infection, but is less effective than petroleum-based drugs as azole derivatives. To maximize its antifungal potential, we have incorporated UA in fully biobased Pickering emulsions. These emulsions are effective against fungi, Gram-positive and Gram-negative bacteria. The carvacrol emulsion charged with UA is +390 % and +165 % more potent against methicillin-resistant S. aureus (MRSA), compared to UA and azole-based commercial formulations. Moreover, this emulsion is up to +480 % more efficient that UA ointment against C. albicans. Finally, remarkable eradication of E. coli and MRSA biofilms was obtained with this environmental-friendly emulsion.

Topics: Anti-Bacterial Agents; Antifungal Agents; beta-Cyclodextrins; Candida albicans; Castor Oil; Cymenes; Dose-Response Relationship, Drug; Emulsions; Escherichia coli; Methicillin-Resistant Staphylococcus aureus; Microbial Sensitivity Tests; Molecular Structure; Structure-Activity Relationship; Undecylenic Acids

Polysaccharide substrates loaded with antioxidant and antimicrobial compounds, effectively protected by cyclodextrin moieties, can be a long-lasting solution to confer certain properties to fabrics, paper and other materials. β-Cyclodextrin was attached to α-cellulose, bleached pulp and starch by a two-step esterification with a tetracarboxylic acid. The resulting derivatives were characterized by spectroscopy, thermal degradation analysis and capability of phenolphthalein inclusion. The carriers, containing between 89 and 171 μmol of β-cyclodextrin per gram, were loaded with carvacrol, cuminaldehyde, cinnamaldehyde and hydroxytyrosol. From a stoichiometric addition, the percentage of compound retained ranged from 49% (hydroxytyrosol in pulp-cyclodextrin) to 92% (carvacrol in starch-cyclodextrin). Finally, the release rate to aqueous ethanol was measured over eight days and fitted to kinetic models. From the analysis of the mean dissolution time, it can be concluded that inserting β-cyclodextrin units enhanced the long-term holding of phenolic active compounds in carbohydrate matrices.

Topics: Acrolein; Antioxidants; Benzaldehydes; beta-Cyclodextrins; Butanes; Carboxylic Acids; Cellulose; Cross-Linking Reagents; Cymenes; Drug Liberation; Kinetics; Phenols; Phenylethyl Alcohol; Starch

Carvacrol (CARV), has been shown to possess various pharmacological properties, especially in the treatment of cardiovascular diseases. We evaluated the antihypertensive effect of the CARV free and encapsulation of CARV in β-cyclodextrin (CARV/β-CD), and whether CARV/β-CD is able to improve the antihypertensive effects of CARV free in spontaneously hypertensive rats (SHR). The rats were randomly divided into four groups, each treated daily for 21 days and the mean arterial pressure and heart rate was measured every 5 days: group 1, Wistar-vehicle solution; group 2, SHR-vehicle; group 3, SHR-CARV 50 mg/kg/d; and group 4, CARV/β-CD 50 mg/kg/d. After 21 days of treatment, the mesenteric artery from treated animals was tested for phenylephrine (Phe) and sodium nitroprusside (SNP) sensitivity. In addition, administration of CARV/β-CD induced important antihypertensive activity when compared with the uncomplexed form, reducing the progression of arterial hypertension in SHR. Moreover, pharmacological potency to Phe in the SHR-CARV and CARV/β-CD groups was increased, approaching values expressed in the Wistar-vehicle. Furthermore, CARV/β-CD reduced the production of the pro-inflammatory mediator, IL-1β, and increased anti-inflammatory cytokine, IL-10. Together, these results produced evidence that the encapsulation of CARV in β-CD can improve cardiovascular activity, showing potential anti-inflammatory and antihypertensive effects.

Topics: Animals; Antihypertensive Agents; beta-Cyclodextrins; Cymenes; Male; Rats

Carvacrol, a phenolic monoterpene derived from thyme oil has gained wide interest recently because of its anticancer activities. To improve the solubility of carvacrol, the formation of inclusion complexes with β-cyclodextrin was performed by ultrasound and freeze-drying methods and characterized using thermal analysis, FTIR, XRD, SEM, NMR and HPLC analysis. From these results, carvacrol was successfully complexed within β-cyclodextrin cavity. Moreover, HPLC analysis demonstrated a higher entrapment efficiency for freeze-drying method (81.20 ± 0.52%) in contrast to ultrasound method (34.02 ± 0.67%). Hence, freeze-drying inclusion complex was evaluated for its antiproliferative effect and cytotoxicity against prostate cancer cell line (PC3) in vitro. Further, freeze-drying complex led to a dose-dependent inhibition in tumor cell growth in 2D and 3D cell culture systems. Altogether, the inclusion of carvacrol in β-cyclodextrin led to the formation of stable complexes with potent antiproliferative effects against PC3 cells, in vitro. Such an improved cytotoxic effect can be attributed to the enhanced the aqueous solubility and bioavailability of carvacrol by effective complexation in β-cyclodextrin.

Topics: Antineoplastic Agents; beta-Cyclodextrins; Cell Movement; Cell Proliferation; Cell Survival; Cymenes; Drug Carriers; Freeze Drying; Humans; Monoterpenes; PC-3 Cells

Carvacrol (CARV) presents valuable biological properties such as anti-inflammatory and antioxidant activities. However, pharmacological uses of CARV are largely limited due to disadvantages related to solubility, bioavailability, preparation and storage processes. The complexation of monoterpenes with β-cyclodextrin (β-CD) increases their stability, solubility and oral bioavailability. Here, the protective effect of oral treatment with CARV/β-CD complex (25 μg/kg/day) against dopaminergic (DA) denervation induced by unilateral intranigral injection of 6-hydroxydopamine (6-OHDA - 10 μg per rat) was analyzed, in order to evaluate a putative application in the development of neuroprotective therapies for Parkinson's disease (PD). Pretreatment with CARV/β-CD for 15 days prevented the loss of DA neurons induced by 6-OHDA in adult Wistar rats. This effect may occur through CARV anti-inflammatory and antioxidant properties, as the pretreatment with CARV/β-CD inhibited the release of IL-1β and TNF-α; besides, CARV prevented the increase of mitochondrial superoxide production induced by 6-OHDA in cultured SH-SY5Y cells. Importantly, hepatotoxicity or alterations in blood cell profile were not observed with oral administration of CARV/β-CD. Therefore, this study showed a potential pharmacological application of CARV/β-CD in PD using a non-invasive route of drug delivery, i.e., oral administration.

Topics: Administration, Oral; Animals; beta-Cyclodextrins; Cymenes; Denervation; Dopaminergic Neurons; Drug Combinations; Male; Neuroprotective Agents; Oxidative Stress; Oxidopamine; Rats; Rats, Wistar

Geotrichum citri-aurantii causes sour rot in citrus fruits and is responsible for important economic losses during storage. However, the availability of chemical fungicides for the control of this pathogen is limited. Thus, the aim of this research was to evaluate the antifungal efficacy of thymol and carvacrol encapsulated in 2-hydroxylpropyl-beta-cyclodextrin (HP-β-CD) (prepared by the microwave irradiation method [MW] and solubility method [S]) for inhibition of G. citri-aurantii using in vitro bioassays broth (micro and macrodilutions methods) and inoculated food testing. Both encapsulated thymol and carvacrol were shown to be effective for inhibiting G. citri-aurantii growth in in vitro assays. Thymol was more effective in inhibiting G. citri-aurantii, while better encapsulation was provided by MW. HP-β-CD-thymol encapsulated by MW (HP-β-CD-thymol-MW) showed the lowest 50% effective dose (ED

Topics: beta-Cyclodextrins; Citrus; Cymenes; Drug Compounding; Fungicides, Industrial; Geotrichum; Microbial Sensitivity Tests; Monoterpenes; Plant Diseases; Thymol

Supercritical fluid technology (SFT) offers many advantages as a potential complexation method compared to the conventional kneading technique. Its applicability to processess in which solvents are not required is a significant benefit. The main aim of this study was to evaluate, experimentally and computationally, the applicability of SFT in the preparation of β-cyclodextrin complexes with two selected essential oils, namely, carvacrol and linalool. Preparation of the complexes was performed using kneading and SFT method. Several methods were used in the solid-state characterization. These include thermal analysis, powder X-ray diffraction, Fourier transform infrared spectroscopy, and solid-state nuclear magnetic resonance. Besides, molecular dynamics simulations of all studied systems were conducted in order to have a deeper and a detailed insight, at the atomic level, of the nature of the two used techniques. Despite all the advantages of SFT, better results of guest molecule entrapment inside β-cyclodextrin were obtained with the kneading method. The percentages of oil content for linalool samples were 70 ± 14 and 84 ± 9% for SFT and kneading method, respectively, while the drug content values for carvacrol samples were 67 ± 15 and 81 ± 13% for SFT and kneading method, respectively. Interestingly, simulation results were in perfect agreement with the experimental ones and, moreover, they provided a plausible explanation for the obtained results. In conclusion, our results showed that the SFT was unsuccessful in enhancing the stability of the studied complexes contrary to that of the conventational kneading method, and in both cases, molecular dynamics simulations correctly predicted the expected outcomes.

Topics: Acyclic Monoterpenes; beta-Cyclodextrins; Cymenes; Molecular Dynamics Simulation; Monoterpenes; Nuclear Magnetic Resonance, Biomolecular; Oils, Volatile; Solvents; Spectroscopy, Fourier Transform Infrared; Technology, Pharmaceutical; X-Ray Diffraction

Beta-cyclodextrin (β-CD) inclusion complexes with naturally derived antimicrobial (AM) agents: thymol, carvacrol and linalool were prepared using a co-precipitation technique. Conditions including solvent composition, temperature, reaction time and total solvent volume were investigated to optimise the inclusion efficiency (IE) and yield. Electrospray ionisation mass spectrometry was used to confirm the formation of the thymol/β-CD complex and gas chromatography was used to quantify the amount AM agent that was encapsulated, absorbed onto the surface, or remaining in the filtered solvent. The systematic optimisation of the conditions improved both the yield of the complex and the IE of the AM agents compared to previously reported methods that have been applied to other agents. Using a 1:1 mole ratio of the AM agent to β-CD, the optimised parameters resulted in maximum yields of 87, 84 and 86% (w/w) for thymol, carvacrol and linalool, respectively, with IE's close to 100% (w/w) for each agent.

Topics: Acyclic Monoterpenes; Anti-Infective Agents; beta-Cyclodextrins; Cymenes; Monoterpenes; Thymol

Carvacrol and linalool are natural compounds extracted from plants and are known for their insecticidal and repellent activities, respectively. However, their low aqueous solubility, high photosensitivity, and high volatility restrict their application in the control of agricultural pests. The encapsulation of volatile compounds can be an effective way of overcoming such problems. Inclusion complexes between beta-cyclodextrin (β-CD) and carvacrol (CVC) or linalool (LNL) were investigated. Inclusion complexes were prepared by the kneading method. Both complexes presented 1:1 host:guest stoichiometry and the highest affinity constants were observed at 20 °C for both molecules. The nanoparticles containing carvacrol and linalool had mean diameters of 175.2 and 245.8 nm, respectively and high encapsulation efficiencies (<90%) were achieved for both compounds. Biological assays with mites (Tetranychus urticae) showed that the nanoparticles possessed repellency, acaricidal, and oviposition activities against this organism. Nanoencapsulated carvacrol and linalool were significantly more effective in terms of acaricidal and oviposition activities, while the unencapsulated compounds showed better repellency activity. The nanoformulations prepared in this study are good candidates for the sustainable and effective use of botanical compounds in agriculture, contributing to the reduction of environmental contamination, as well as promoting the effective control of pests in agriculture.

Topics: Acyclic Monoterpenes; Animals; beta-Cyclodextrins; Chitosan; Cymenes; Insecticides; Mites; Monoterpenes; Nanoparticles

Pesticides are the main tactics for pest control because they reduce the pest population very fast and their efficiency does not depend on abiotic factors. However, the indiscriminate use of these substances can speed up the development of resistant populations and causing environmental contamination. Therefore, alternative methods of pest control are sought, such as the use of botanical compounds. Nanoencapsulation of volatile compounds has been shown to be an important tool that can be used to overcome the lack of stability of these compounds. In this work, we describe the preparation and characterization of chitosan nanoparticles functionalized with β-cyclodextrin containing carvacrol and linalool. The toxicity and biological activity were evaluated. Decreases of toxicity were observed when the compounds were nanoencapsulated. The nanoparticles presented insecticidal activity against the species Helicoverpa armigera (corn earworm) and Tetranychus urticae (spider mite). In addition, repellent activity and reduction in oviposition were observed for the mites.

Topics: Acyclic Monoterpenes; Animals; beta-Cyclodextrins; Biological Control Agents; Cell Survival; Chitosan; Cymenes; Insecticides; Monoterpenes; Moths; Nanoparticles; Pest Control, Biological; Tetranychidae

Skeletal muscle inflammation is strongly associated with pain and may impair regeneration and functional recovery after injury. Since anti-inflammatory and antinociceptive effects have been described for the inclusion complex of carvacrol and β-cyclodextrin (βCD-carvacrol), this study investigated the effects of βCD-carvacrol in a model of acute skeletal muscle inflammation.. Muscle injury was induced in male Wistar rats by injection of 3% carrageenan in the gastrocnemius muscle. Rats were orally pretreated with saline (vehicle) or βCD-carvacrol (20, 40, 80 and 180 mg/kg) one hour before administration of carrageenan.. The injection of carrageenan in the gastrocnemius muscle increased tissue myeloperoxidase (MPO) activity (p < 0.001), edema (p < 0.001) and the levels of tumoral necrosis factor (TNF)-α, interleukin (IL)-1β, IL-6, macrophage inflammatory protein (MIP-2), but not IL-10 levels. Also, it increased mechanical hyperalgesia and decreased the grip force of animals. Pretreatment with βCD-carvacrol (80 or 160 mg/kg) significantly decreased muscle MPO activity and edema 24 h after injury in comparison to vehicle-pretreated group. Animals pretreated with βCD-carvacrol (160 mg/kg) presented significantly lower levels of IL-1β, IL-6 and MIP-2 and higher levels of IL-10 six hours after induction and lower levels of TNF-α and MIP-2 after 24 h when compared to the vehicle group. Pretreatment with βCD-carvacrol also reduced mechanical hyperalgesia and limited the decrease of grip force (80 or 160 mg/kg; p < 0.001) 6 and 24 h after injury.. These results show that βCD-carvacrol reduces inflammation and nociception in a model of acute injury to skeletal muscles.

Topics: Animals; beta-Cyclodextrins; Carrageenan; Cymenes; Dose-Response Relationship, Drug; Drug Combinations; Hand Strength; Hyperalgesia; Inflammation; Inflammation Mediators; Male; Monoterpenes; Muscle, Skeletal; Nociception; Rats; Rats, Wistar

An efficient antimicrobial activity was evidenced in a complex β-cyclodextrin-essential oil of Thymus catharinae Camarda (carvacrol chemotype). The release of carvacrol with respect to the antimicrobial activity was calculated as function of time. The βCD-complex of the bioactive agent was obtained by a simple, efficient and non-expensive method without purification of the carvacrol chemotype essential oil. According to the starting stoichiometry of β-cyclodextrin with respect to carvacrol, two inclusion complexes were produced, 1:1 and 2:1, respectively. The results demonstrate that, although the antimicrobial activity of the essential oil of T. catharinae Camarda is remarkable but acts too quickly in some types of application, its inclusion in a bio-matrix allows a slower release and improves its effectiveness.

Topics: Anti-Bacterial Agents; Anti-Infective Agents; Antifungal Agents; beta-Cyclodextrins; Candida albicans; Cymenes; Escherichia coli; Gas Chromatography-Mass Spectrometry; Magnetic Resonance Spectroscopy; Microbial Sensitivity Tests; Monoterpenes; Oils, Volatile; Thymus Plant

Current investigations deal with new surface functionalization strategy of nanocrystalline cellulose-based substrates to impart active molecule release properties. In this study, cellulose nanocrystals (CNC) were surface-functionalized with β-cyclodextrin (β-CD) using succinic acid (SA) and fumaric acid (FA) as bridging agents. The main objective of this surface modification performed only in aqueous media was to obtain new active materials able to release antibacterial molecules over a prolonged period of time. The reactions were conducted by immersing the CNC film into a solution composed of β-CD, SA and FA, leading to CNC grafting. The materials were characterized by infrared spectroscopy (FT-IR), Quartz crystal microbalance-dissipation (QCM-D), AFM and phenolphthalein (PhP) was used to determine the efficiency of CNC grafting with β-CD. The results indicated that β-CD was successfully attached to the CNC backbone through the formation of ester bonds. Furthermore, carvacrol was entrapped by the attached β-CD and a prolonged release was confirmed. In particular, CNC grafted to β-CD in the presence of FA was selected as the best solution. The antibacterial activity and the controlled release were studied for this sample. Considerably longer bacterial activity against B. subtilis was observed for CNC grafted to β-CD compared to CNC and CNC-FA, confirming the promising impact of the present strategy.

Topics: Anti-Bacterial Agents; Bacillus subtilis; beta-Cyclodextrins; Carboxylic Acids; Cellulose; Cymenes; Delayed-Action Preparations; Drug Liberation; Microscopy, Atomic Force; Molecular Weight; Monoterpenes; Nanoparticles; Phenolphthalein; Quartz Crystal Microbalance Techniques; Spectroscopy, Fourier Transform Infrared; Temperature

Orofacial pain is associated with diagnosis of chronic pain of head, face, mouth, neck and all the intraoral structures. Carvacrol, a naturally occurring isoprenoid with diverse class of biological activities including anti-inflammatory, analgesic, antitumor and antioxidant properties. Now, the antinociceptive effect was studied in mice pretreatment with carvacrol (CARV) and β-cyclodextrin complex containing carvacrol (CARV-βCD) in formalin-, capsaicin-, and glutamate- induced orofacial nociception. Mice were pretreated with vehicle (0.9% Nacl, p.o.), CARV (10 and 20mg/kg, p.o.), CARV-βCD (10 and 20mg/kg, p.o.) or MOR (10mg/kg, i.p.) before the nociceptive behavior induced by subcutaneous injections (s.c.) of formalin (20μl, 2%), capsaicin (20μl, 2.5μg) or glutamate (20μl, 25μM) into the upper lip respectively. The interference on motor coordination was determined using rotarod and grip strength meter apparatus. CARV-βCD reduced the nociceptive during the two phases of the formalin test, whereas CARV did not produced the reduction in face-rubbing behavior in the initial phase. CARV-βCD (20mg/kg, p.o.) produced 49.3% behavior pain while CARV alone at 20mg/kg, p.o, produced 28.7% of analgesic inhibition in the second phase of formalin test. CARV, CARV-βCD and Morphine (MOR) showed a significant reduction against nociception caused by capsaicin or glutamate injection. Thus the encapsulation of carvacrol in β-cyclodextrin can acts as a considerable therapeutic agent with pharmacological interest for the orofacial pain management.

Topics: Animals; beta-Cyclodextrins; Capsaicin; Cymenes; Diazepam; Facial Pain; Hand Strength; Male; Mice; Monoterpenes; Morphine; Nociception; Origanum; Pain Measurement; Thymus Plant

Cancer pain is a major public health problem worldwide due to the strong impact on the quality of life of patients and side effects of the existing therapeutic options. Monoterpenes, as carvacrol (CARV), have been extensively studied about their therapeutic properties, especially their importance in the control of painful conditions and inflammation, which can be improved through the use of inclusion complexes of β-cyclodextrin (β-CD). We evaluated the effect of encapsulation of CARV in β-CD (CARV/β-CD) on the nociception induced by tumor cells (Sarcoma 180) in rodents. Inclusion complexes were prepared in two different procedures and characterized through thermal analysis and scanning electron microscopy. CARV/β-CD complex was administered (50 mg/kg, p.o.) in mice with tumor on the hind paw and was able to reduce the hyperalgesia (von Frey) during 24 h, unlike the free CARV (100 mg/kg, p.o.), which promoted effects until 9 h. Administration on alternate days of complex of CARV/β-CD (12.5-50 mg/kg, p.o.) reduced hyperalgesia, as well as spontaneous and palpation-induced nociception. However, pure CARV (50 mg/kg) did not cause significant changes in nociceptive responses. Together, these results produced evidence that the encapsulation of carvacrol in β-cyclodextrin can be useful for the development of new options for pain management.

Topics: Animals; Behavior, Animal; beta-Cyclodextrins; Calorimetry, Differential Scanning; Chemistry, Pharmaceutical; Cymenes; Hyperalgesia; Male; Mice; Monoterpenes; Neoplasms; Nociception; Oils, Volatile; Origanum; Pain; Palpation

The aim of this work was to design new polymer-based systems exhibiting an adjustable loading capacity of carvacrol depending on the film formulation. For this purpose, biocomposite films were developed employing chitosan (CS) as the polymer matrix and hydroxypropyl-β-cyclodextrins (HP-βCDs) as an adjuvant to improve the sorption of carvacrol in the polymer matrix. The morphology, optical, mechanical and barrier properties of the resulting films were investigated, and the sorption capacity of carvacrol evaluated. Biocomposites resulted highly transparent with higher mechanical resistance and moisture barrier properties. Sorption of carvacrol was greatly affected by the humidity (RH) and glycerol (G) content of the biocomposites. The highest sorption values were achieved for composites incorporating 35% glycerol and conditioned at 75% these composites retained 216% carvacrol (g/100 g dry matter). These results indicate that inclusion of carvacrol in the films could be occurring by mechanisms other than formation of inclusion complexes.

Topics: 2-Hydroxypropyl-beta-cyclodextrin; Adsorption; beta-Cyclodextrins; Chitosan; Cymenes; Elastic Modulus; Monoterpenes; Optical Phenomena; Oxygen; Permeability; Steam; Temperature; Tensile Strength; Thermogravimetry

Beta-cyclodextrin (beta-CD) inclusion complexes with carvacrol (1), thymol (2), and eugenol (3) (components of essential oils of vegetable origin) were prepared by the supercritical CO2 technique, and their structural characterization was achieved by means of 1H-NMR in aqueous solution and 13C-CPMAS NMR in the solid state. Evidence of the formation of the inclusion complexes for all the examined systems was obtained by 1H-NMR in solution, while 2D-ROESY-NMR experiments were used to investigate the geometry of inclusion. In addition, the dynamics of these inclusion complexes in the kHz timescale was investigated by analysis of the 1H and 13C spin-lattice relaxation times in the rotating frame.

Topics: beta-Cyclodextrins; Carbon Dioxide; Carbon Isotopes; Chromatography, Supercritical Fluid; Cymenes; Electron Spin Resonance Spectroscopy; Eugenol; Magnetic Resonance Spectroscopy; Monoterpenes; Protons; Thymol