Evaluation of the properties of the essential oil citronellal nanoencapsulated by cyclodextrins

Sánchez, Cristian Jesús; Matencio, Adrián; Navarro‐Orcajada, Silvia; García-Carmona, Francisco; López‐Nicolás, José Manuel

doi:10.1016/j.chemphyslip.2019.02.001

Cited by 34 publications

(21 citation statements)

References 36 publications

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“…A wide variety of applications using complexes composed of CD and essential oils have been recently reviewed [ 119 , 120 ]. Still, the extensive research of CD/essential oil complexes has been conducted to improve the properties of essential oil [ 121 , 122 , 123 , 124 , 125 , 126 ]. For example, Abril-Sánchez et al presented the improved efficacy of the essential oil, citronellal, by encapsulating it using HP-β-CD [ 121 ].…”

Section: Applications Of CD Inclusion Complexes In the Solid/solutmentioning

confidence: 99%

“…Still, the extensive research of CD/essential oil complexes has been conducted to improve the properties of essential oil [ 121 , 122 , 123 , 124 , 125 , 126 ]. For example, Abril-Sánchez et al presented the improved efficacy of the essential oil, citronellal, by encapsulating it using HP-β-CD [ 121 ]. As expected, the encapsulation increased solubility, and the enhanced durability was also confirmed by the GC/MS and sensory analysis.…”

Section: Applications Of CD Inclusion Complexes In the Solid/solutmentioning

confidence: 99%

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Noncovalent Complexes of Cyclodextrin with Small Organic Molecules: Applications and Insights into Host–Guest Interactions in the Gas Phase and Condensed Phase

Lee

2020

Molecules

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Cyclodextrins (CDs) have drawn a lot of attention from the scientific communities as a model system for host–guest chemistry and also due to its variety of applications in the pharmaceutical, cosmetic, food, textile, separation science, and essential oil industries. The formation of the inclusion complexes enables these applications in the condensed phases, which have been confirmed by nuclear magnetic resonance (NMR) spectroscopy, X-ray crystallography, and other methodologies. The advent of soft ionization techniques that can transfer the solution-phase noncovalent complexes to the gas phase has allowed for extensive examination of these complexes and provides valuable insight into the principles governing the formation of gaseous noncovalent complexes. As for the CDs’ host–guest chemistry in the gas phase, there has been a controversial issue as to whether noncovalent complexes are inclusion conformers reflecting the solution-phase structure of the complex or not. In this review, the basic principles governing CD’s host–guest complex formation will be described. Applications and structures of CDs in the condensed phases will also be presented. More importantly, the experimental and theoretical evidence supporting the two opposing views for the CD–guest structures in the gas phase will be intensively reviewed. These include data obtained via mass spectrometry, ion mobility measurements, infrared multiphoton dissociation (IRMPD) spectroscopy, and density functional theory (DFT) calculations.

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Section: Applications Of CD Inclusion Complexes In the Solid/solutmentioning

confidence: 99%

Section: Applications Of CD Inclusion Complexes In the Solid/solutmentioning

confidence: 99%

Noncovalent Complexes of Cyclodextrin with Small Organic Molecules: Applications and Insights into Host–Guest Interactions in the Gas Phase and Condensed Phase

Lee

2020

Molecules

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“…To increase the bioavailability and pharmacological properties of essential oils, complexation with b-cyclodextrin is very useful (Santos et al, 2016). Cyclodextrins are cyclic oligosaccharides presenting a hydrophobic center that complexes with molecules yet improves water solubility and reduces toxic effects (Oliveira et al, 2009;Abril-Sańchez et al, 2019). EOVA and its form as complexed with b-cyclodextrin (EOVA-pCD) at a dose of 50 mg/kg, i.p.…”

Section: Vanillosmopsis Arborea Bakermentioning

confidence: 99%

Antinociceptive Activity of Chemical Components of Essential Oils That Involves Docking Studies: A Review

et al. 2020

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Introduction: Pain is considered an unpleasant sensory and emotional experience, being considered as one of the most important causes of human suffering. Computational chemistry associated with bioinformatics has stood out in the process of developing new drugs, through natural products, to manage this condition. Objective: To analyze, through literature data, recent molecular coupling studies on the antinociceptive activity of essential oils and monoterpenes. Data source: Systematic search of the literature considering the years of publications between 2005 and December 2019, in the electronic databases PubMed and Science Direct. Eligibility Criteria: Were considered as criteria of 1) Biological activity: non-clinical effects of an OE and/or monoterpenes on antinociceptive activity based on animal models and in silico analysis, 2) studies with plant material: chemically characterized essential oils and/or their constituents isolated, 3) clinical and non-clinical studies with in silico analysis to assess antinociceptive activity, 4) articles published in English. Exclusion criteria were literature review, report or case series, meta-analysis, theses, dissertations, and book chapter. Results: Of 16,006 articles, 16 articles fulfilled all the criteria. All selected studies were non-clinical. The most prominent plant families used were Asteraceae, Euphorbiaceae, Verbenaceae, Lamiaceae, and Lauraceae. Among the phytochemicals studied were a-Terpineol, 3-(5-substituted-1,3,4-oxadiazol-2-yl)-N′-[2-oxo-1,2-dihydro-3H-indol-3ylidene] propane hydrazide, b-cyclodextrin complexed with citronellal, (−)-a-bisabolol, b-cyclodextrin complexed with farnesol, and p-Cymene. The softwares used for docking studies were Molegro Virtual Docker, Sybyl ® X, Vlife MDS, AutoDock Vina, Hex Protein Docking, and AutoDock 4.2 in PyRx 0.9. The molecular targets/complexes used were Nitric Oxide Synthase, COX-2, GluR2-S1S2, TRPV1, b-CD complex, CaV 1 , CaV 2.1 , CaV 2.2 , and CaV 2.3 , 5-HT receptor, delta receptor, kappa receptor, and MU (m)

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“…Regarding this, Eucalyptus citriodora L. essential oil showed moderate antioxidant action, potent antimicrobial activity against bacteria and yeasts [27,28], and insect-repellent capacity when included in insect-repellent compositions [29]. Recently, citronellal, the main component of E. citriodora essential oil, has been encapsulated individually in different types of cyclodextrins to maintain its properties for longer [30]. Lavender ( Lavandula angustifolia Mill.)…”

Section: Introductionmentioning

confidence: 99%

Phytotoxic Effects of Commercial Eucalyptus citriodora, Lavandula angustifolia, and Pinus sylvestris Essential Oils on Weeds, Crops, and Invasive Species

Ibáñez

Blázquez

2019

Molecules

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Background: essential oils are well known for their pharmacological effectiveness as well as their repellent, insecticide, and herbicide activities. The emergence of resistant weeds, due to the overuse of synthetic herbicides, makes it necessary to find natural alternatives for weed control. The aim of this study was to evaluate the phytotoxic effects of Eucalyptus citriodora, Lavandula angustifolia, and Pinus sylvestris, three common commercial essential oils, on weeds (Portulaca oleracea, Lolium multiflorum, and Echinochloa crus-galli), food crops (tomato and cucumber), and the invasive species Nicotiana glauca. Methods: to determine herbicidal effects, essential oils were tested at different concentrations (0.125–1µL/mL). The index of germination and seedling length data were recorded over 14 days. Results: the in vitro assays showed that L. angustifolia with linalool (38.7 ± 0.1%), 1,8-cineole (26.5 ± 0.1%), and camphor (14.2 ± 0.1%) as the main compounds showed the most phytotoxic effects affecting seed germination in weeds and tomato, and the aforementioned invasive species. L. multiflorum was the most sensitive weed, particularly to lavender essential oil, which decreased the growth of its hypocotyl and radicle by 87.8% and 76.7%, respectively, at a dose of 1 µL/mL. Cucumber was the most resistant food crop, with no significant reduction observed in seed germination and hypocotyl growth with E. citriodora and L. angustifolia essential oils. Conclusions: lavender essential oil represents a promising candidate for the development of effective and safe herbicides in the management of L. multiflorum affecting cucumber crops.

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Evaluation of the properties of the essential oil citronellal nanoencapsulated by cyclodextrins

Cited by 34 publications

References 36 publications

Noncovalent Complexes of Cyclodextrin with Small Organic Molecules: Applications and Insights into Host–Guest Interactions in the Gas Phase and Condensed Phase

Noncovalent Complexes of Cyclodextrin with Small Organic Molecules: Applications and Insights into Host–Guest Interactions in the Gas Phase and Condensed Phase

Antinociceptive Activity of Chemical Components of Essential Oils That Involves Docking Studies: A Review

Phytotoxic Effects of Commercial Eucalyptus citriodora, Lavandula angustifolia, and Pinus sylvestris Essential Oils on Weeds, Crops, and Invasive Species

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