Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil

Francioso, Antonio; Federico, Rodolfo; Maggiore, Anna; Fontana, Mario; Boffi, Alberto; D’Erme, Maria; Mosca, Luciana

doi:10.3390/molecules25163654

Cited by 18 publications

(16 citation statements)

References 43 publications

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“…Extra virgin olive oil (EVOO) ( Olea europaea L., Coratina cultivar) was obtained from a local market in the Puglia region (Italy). The polyphenolic fraction was extracted as described in Francioso et al (2020 ). Briefly, NaDESs were prepared by mixing two components (choline:glycerol 1:1.5 molar ratio and choline:propylene glycol 1:3.3 molar ratio) at 70°C under magnetic stirring for 1 h. After cooling, EVOO was added to the NaDESs in the ratio of 1:20 v/v (NaDES:EVOO).…”

Section: Methodsmentioning

confidence: 99%

“…In addition, two pure compounds purified from EVOO (following the method described in Francioso et al, 2020 , provided by Active-Italia srl), namely, oleocanthal and oleacein, were dissolved in NaDES (choline:glycerol, 1:1.5 molar ratio; choline:propylene glycol, 1:1.5 molar ratio) or in methanol and tested for their antimicrobial activity.…”

Section: Methodsmentioning

confidence: 99%

“…Despite promising pharmacological activities, oleocanthal and oleacein cannot be easily obtained via chemical synthesis, and their isolation and purification from EVOO are expensive with low yields. Recently, a green route for obtaining high yields of oleocanthal and oleacein from EVOO, via natural solvents, namely, natural deep eutectic solvents (NaDESs), emerging as powerful and biocompatible solvents, has been proposed ( Francioso et al, 2020 ). Indeed, this is an excellent means for complete dissolution and extraction of a wide range of non-polar and polar compounds.…”

Section: Introductionmentioning

confidence: 99%

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Extra Virgin Olive Oil-Based Green Formulations With Promising Antimicrobial Activity Against Drug-Resistant Isolates

et al. 2022

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Extra virgin olive oil (EVOO) from Olea europaea L. drupes, a cornerstone in the Mediterranean diet, is well known for its nutritional and health properties, especially for prevention of cardiovascular diseases and metabolic disorders. Traditionally, beneficial health effects have been largely attributed to the high concentration of monounsaturated fatty acids, and in recent years, these have also been related to other components including oleacein and oleocanthal. Here, we evaluated, for the first time, the antimicrobial activity of different green extra virgin olive oil-based formulations in natural deep eutectic solvents (NaDESs) emerging as powerful and biocompatible solvents. Specifically, the antimicrobial activity of the EVOO extract, as well as purified oleocanthal and oleacein in two NaDESs (choline/glycerol and choline/propylene glycol), against several drug-resistant clinical isolates and standard microbial strains has been evaluated. The main result was the inhibitory activity of the EVOO extract in choline/glycerol as well as oleacein in choline/propylene glycol toward drug-resistant Gram-positive and -negative strains. Specifically, the EVOO extract in choline/glycerol showed the highest antibacterial activity against several clinical strains of Staphylococcus aureus, whereas oleacein in choline/propylene glycol was the most effective toward various clinical strains of Escherichia coli, Pseudomonas aeruginosa, and Klebsiella pneumoniae. In addition, all the formulations tested were effective against Candida spp. In conclusion, our results suggest EVOO-based formulations in NaDESs as an interesting strategy that may help in reducing the risk of development of drug resistance. Under this perspective, the usage of NaDESs for the preparation of new antimicrobial formulations may represent a promising approach.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Extra Virgin Olive Oil-Based Green Formulations With Promising Antimicrobial Activity Against Drug-Resistant Isolates

et al. 2022

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“…Extra virgin olive oil contains phenols in its composition that represent an important part of the antioxidants present in the Mediterranean diet [ 62 - 64 ], especially hydroxytyrosol and tyrosol. The oleaginine and oleocantal secairidoides perform functions as neuroprotective, anti-inflammatory, and anticancer agents [ 64 - 66 ]. In addition, a powerful antioxidant molecule, Oleuropein, present in the olive leaf has also demonstrated antioxidant properties.…”

Section: Discussionmentioning

confidence: 99%

Essential Oils in Experimental Models of Neuropsychiatric Disorders: A Systematic Review

Fernandes

Costa

Freire

et al. 2021

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Background: Neural cells undergo functional or sensory loss due to neurological disorders. In addition to environmental or genetic factors, oxidative stress is a major contributor to neurodegeneration. In this context, there has been a growing interest in investigating the effects of essential oils (EOs) in recent years, especially in the treatment of neuropathologies. The chemical and biological effects of EOs have led to important treatment tools for the management of various neurological disorders. Objective: In the present study we performed a systematic review that sought to comprehend the neuroprotective effects of different EOs. Method: This work is a systematic review where an electronic search was performed on PubMed, Science direct, Cochrane Library and SciELO (Scientific Electronic Library Online) databases, covering the last 10 years, using “Essential oil” and “Neuroprotective effect” as reference terms. Results: A total of 9 articles were identified, in which the efficacy of EOs was described in experimental models of anxiety, dementia, oxidative stress, cerebral ischemia, Alzheimer’s disease and oxidative toxicity. Conclusion: EOs from different species of medicinal plants have shown positive responses in neurological disorders such as anxiety, dementia, oxidative stress, cerebral ischemia and oxidative toxicity. Thus, EOs emerges with the potential to be used as alternative agents in the treatment of neurological disorders.

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“…NaDES comprise a mixture of a hydrogen bond acceptor (e.g., choline, betaine, proline) and a hydrogen bond donor (polyols or natural plant-based organic ions, such as amino acids, carboxylic acids, sugars) in a solid (or solid/liquid) state that associates by hydrogen bonding [ 20 , 21 , 22 ]. The resulting mixture is eutectic—i.e., it has a lower melting point than that of each individual component and is liquid even at very low temperatures.…”

Section: Introductionmentioning

confidence: 99%

Effect of Natural Deep Eutectic Solvents on trans-Resveratrol Photo-Chemical Induced Isomerization and 2,4,6-Trihydroxyphenanthrene Electro-Cyclic Formation

Mattioli

Risola

Federico³

et al. 2022

Molecules

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trans-Resveratrol is a natural bioactive compound with well-recognized health promoting effects. When exposed to UV light, this compound can undergo a photochemically induced trans/cis isomerization and a 6π electrochemical cyclization with the subsequent formation of 2,4,6-trihydroxyphenanthrene (THP). THP is a potentially harmful compound which can exert genotoxic effects. In this work we improved the chromatographic separation and determination of the two resveratrol isomers and of THP by using a non-commercial pentafluorophenyl stationary phase. We assessed the effect of natural deep eutectic solvents (NaDES) as possible photo-protective agents by evaluating cis-resveratrol isomer and THP formation under different UV-light exposure conditions with the aim of enhancing resveratrol photostability and inhibiting THP production. Our results demonstrate a marked photoprotective effect exerted by glycerol-containing NaDES, and in particular by proline/glycerol NaDES, which exerts a strong inhibitory effect on the photochemical isomerization of resveratrol and significantly limits the formation of the toxic derivative THP. Considering the presence of resveratrol in various commercial products, these results are of note in view of the potential genotoxic risk associated with its photochemical degradation products and in view of the need for the development of green, eco-sustainable and biocompatible resveratrol photo-stable formulations.

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Green Route for the Isolation and Purification of Hyrdoxytyrosol, Tyrosol, Oleacein and Oleocanthal from Extra Virgin Olive Oil

Cited by 18 publications

References 43 publications

Extra Virgin Olive Oil-Based Green Formulations With Promising Antimicrobial Activity Against Drug-Resistant Isolates

Extra Virgin Olive Oil-Based Green Formulations With Promising Antimicrobial Activity Against Drug-Resistant Isolates

Essential Oils in Experimental Models of Neuropsychiatric Disorders: A Systematic Review

Effect of Natural Deep Eutectic Solvents on trans-Resveratrol Photo-Chemical Induced Isomerization and 2,4,6-Trihydroxyphenanthrene Electro-Cyclic Formation

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