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https://www.readbyqxmd.com/read/28481240/soft-ms-and-computational-mapping-of-oleuropein
#1
REVIEW
Luigi Gentile, Nicola A Uccella, Ganapathy Sivakumar
Olive oil and table olives are rich sources of biophenols, which provides a unique taste, aroma and potential health benefits. Specifically, green olive drupes are enriched with oleuropein, a bioactive biophenol secoiridoid. Olive oil contains hydrolytic derivatives such as hydroxytyrosol, oleacein and elenolate from oleuropein as well as tyrosol and oleocanthal from ligstroside. Biophenol secoiridoids are categorized by the presence of elenoic acid or its derivatives in their molecular structure. Medical studies suggest that olive biophenol secoiridoids could prevent cancer, obesity, osteoporosis, and neurodegeneration...
May 6, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/28448631/biofortification-se-does-it-increase-the-content-of-phenolic-compounds-in-virgin-olive-oil-voo
#2
Roberto D'Amato, Primo Proietti, Andrea Onofri, Luca Regni, Sonia Esposto, Maurizio Servili, Daniela Businelli, Roberto Selvaggini
Extra-Virgin Olive Oil (EVOO) is a fundamental component of the Mediterranean diet and it may contain several anti-oxidant substances, such as phenols. Previous research has shown that this food may be enriched in phenols by spraying a sodium-selenate solution (100 mg L-1 Se) onto the crop canopy before flowering. The aim of this research was to evaluate the effect of this Se-fertilization before flowering (cv. Leccino) on the phenolic profile of EVOOs, and test to what extent such effects depend on the weather pattern, as observed in two contrasting experimental seasons (2013 and 2014)...
2017: PloS One
https://www.readbyqxmd.com/read/28392295/oleocanthal-ameliorates-amyloid-%C3%AE-oligomers-toxicity-on-astrocytes-and-neuronal-cells-in-vitro-studies
#3
Yazan S Batarseh, Loqman A Mohamed, Sweilem B Al Rihani, Youssef M Mousa, Abu Bakar Siddique, Khalid A El Sayed, Amal Kaddoumi
Extra-virgin olive oil (EVOO) has several health promoting effects. Evidence have shown that EVOO attenuates the pathology of amyloid-β (Aβ) and improves cognitive function in experimental animal models, suggesting it's potential to protect and reduce the risk of developing Alzheimer's disease (AD). Available studies have linked this beneficial effect to oleocanthal, one of the active components in EVOO. The effect of oleocanthal against AD pathology has been linked to its ability to attenuate Aβ and tau aggregation in vitro, and enhance Aβ clearance from the brains of wild-type and AD transgenic mice in vivo...
June 3, 2017: Neuroscience
https://www.readbyqxmd.com/read/28317728/direct-study-of-minor-extra-virgin-olive-oil-components-without-any-sample-modification-1-h-nmr-multisupression-experiment-a-powerful-tool
#4
Ainhoa Ruiz-Aracama, Encarnación Goicoechea, María D Guillén
Proton Nuclear Magnetic Resonance ((1)H NMR) was employed to study monovarietal commercial Spanish extra-virgin olive oils (EVOO) (Arbequina, Arroniz, Cornicabra, Hojiblanca and Picual). Each sample was analyzed by a standard pulse and by an experiment suppressing the main lipid signals, enabling the detection of signals of minor components. The aim was to determine the possibilities of both (1)H NMR approaches to characterize EVOO composition, focusing on acyl groups, squalene, sterols, triterpene acids/esters, fatty alcohols, wax esters and phenols (lignans, tyrosol, hydroxytyrosol, oleocanthal, oleacein, oleokoronal, oleomissional, ligstrodials and oleuropeindials), and to determine hydrolysis and oxidation levels...
August 1, 2017: Food Chemistry
https://www.readbyqxmd.com/read/28256253/an-integrated-process-for-the-recovery-of-high-added-value-compounds-from-olive-oil-using-solid-support-free-liquid-liquid-extraction-and-chromatography-techniques
#5
Apostolis Angelis, Mahmoud Hamzaoui, Nektarios Aligiannis, Theodora Nikou, Dimitris Michailidis, Panagiotis Gerolimatos, Aikaterini Termentzi, Jane Hubert, Maria Halabalaki, Jean-Hugues Renault, Alexios-Léandros Skaltsounis
An integrated extraction and purification process for the direct recovery of high added value compounds from extra virgin olive oil (EVOO) is proposed by using solid support free liquid-liquid extraction and chromatography techniques. Two different extraction methods were developed on a laboratory-scale Centrifugal Partition Extractor (CPE): a sequential strategy consisting of several "extraction-recovery" cycles and a continuous strategy based on stationary phase co-current elution. In both cases, EVOO was used as mobile phase diluted in food grade n-hexane (feed mobile phase) and the required biphasic system was obtained by adding ethanol and water as polar solvents...
March 31, 2017: Journal of Chromatography. A
https://www.readbyqxmd.com/read/28183265/some-important-dietary-polyphenolic-compounds-an-anti-inflammatory-and-immunoregulatory-perspective
#6
Mayank Kinger, Sushil Kumar, Vinod Kumar
Inflammation plays an important role in maintaining the body's homeostasis. It repairs the damaged tissues of the body resulting from injury or infection. In addition, a diverse array of diseases like hepatitis, arthritis and colitis has been reported and described to be associated with inflammatory processes. Some autoimmune diseases like inflammatory bowel disease (IBD) emerge by the influence of numerous genes in complex environmental situations belongs to inflammation. The currently available processes for curing inflammation and related disorders facilitate the use of non steroidal anti-inflammatory drugs (NSAIDs)...
February 8, 2017: Mini Reviews in Medicinal Chemistry
https://www.readbyqxmd.com/read/27999296/the-health-benefiting-mechanisms-of-virgin-olive-oil-phenolic-compounds
#7
REVIEW
Lisa Parkinson, Sara Cicerale
Virgin olive oil (VOO) is credited as being one of the many healthful components associated with the Mediterranean diet. Mediterranean populations experience reduced incidence of chronic inflammatory disease states and VOO is readily consumed as part of an everyday Mediterranean dietary pattern. VOO is rich in phenolic compounds and the health promoting benefits of these phenolics are now established. Recent studies have highlighted the biological properties of VOO phenolic compounds elucidating their anti-inflammatory activities...
December 16, 2016: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/27878290/-oleocanthal-exerts-anti-melanoma-activities-and-inhibits-stat3-signaling-pathway
#8
Yanli Gu, Jing Wang, Lixin Peng
Tumor angiogenesis, growth and metastasis are three closely related processes. We therefore explored the effects of (-)-oleocanthal (OC) on the three processes in melanoma and investigated underlying mechanisms. In vitro, OC suppressed proliferation, migration, invasion and induced apoptosis in melanoma cells. In addition, OC inhibited proliferation, migration, invasion and tube formation in human umbilical vascular endothelial cells. In vivo, it exhibited potent activity in suppressing tumor growth in a subcutaneous xenograft model...
January 2017: Oncology Reports
https://www.readbyqxmd.com/read/27713961/anti-cancer-properties-of-olive-oil-secoiridoid-phenols-a-systematic-review-of-in-vivo-studies
#9
REVIEW
R Fabiani
Epidemiological studies suggest that olive oil intake is associated to a reduced risk of cancer. Recently, the chemopreventive activity of olive oil has been attributed to its unique phenolic compounds represented by phenolic alcohols, hydroxytyrosol (3,4-dihydroxyphenylethanol: 3,4-DHPEA) and tyrosol (p-hydroxyphenylethanol: p-HPEA), and their secoiridoid derivatives 3,4-DHPEA-EA (oleuropein aglycon), p-HPEA-EA (ligstroside aglycon), 3,4-DHPEA-EDA, p-HPEA-EDA (oleocanthal), and oleuropein. Several studies have demonstrated that these compounds are able to inhibit proliferation and induce apoptosis in different tumor cell lines...
October 12, 2016: Food & Function
https://www.readbyqxmd.com/read/27266366/cytotoxic-activity-of-oleocanthal-isolated-from-virgin-olive-oil-on-human-melanoma-cells
#10
Stefano Fogli, Chiara Arena, Sara Carpi, Beatrice Polini, Simone Bertini, Maria Digiacomo, Francesca Gado, Alessandro Saba, Giuseppe Saccomanni, Maria Cristina Breschi, Paola Nieri, Clementina Manera, Marco Macchia
Oleocanthal is one of the phenolic compounds of extra virgin olive oil with important anti-inflammatory properties. Although its potential anticancer activity has been reported, only limited evidence has been provided in cutaneous malignant melanoma. The present study is aimed at investigating the selective in vitro antiproliferative activity of oleocanthal against human malignant melanoma cells. Since oleocanthal is not commercially available, it was obtained as a pure standard by direct extraction and purification from extra virgin olive oil...
July 2016: Nutrition and Cancer
https://www.readbyqxmd.com/read/27259268/-oleocanthal-inhibits-growth-and-metastasis-by-blocking-activation-of-stat3-in-human-hepatocellular-carcinoma
#11
Tiemin Pei, Qinghui Meng, Jihua Han, Haobo Sun, Long Li, Ruipeng Song, Boshi Sun, Shangha Pan, Desen Liang, Lianxin Liu
We explored the anti-cancer capacity of (-)-oleocanthal in human hepatocellular carcinoma (HCC). (-)-Oleocanthal inhibited proliferation and cell cycle progression and induced apoptosis in HCC cells in vitro and suppressed tumor growth in an orthotopic HCC model. (-)-Oleocanthal also inhibited HCC cell migration and invasion in vitro and impeded HCC metastasis in an in vivo lung metastasis model. ( )-Oleocanthal acted by inhibiting epithelial-mesenchymal transition (EMT) through downregulation Twist, which is a direct target of STAT3...
July 12, 2016: Oncotarget
https://www.readbyqxmd.com/read/27258622/novel-c-met-inhibitory-olive-secoiridoid-semisynthetic-analogs-for-the-control-of-invasive-breast-cancer
#12
Mohamed M Mohyeldin, Belnaser A Busnena, Mohamed R Akl, Ana Maria Dragoi, James A Cardelli, Khalid A El Sayed
Dysregulated receptor tyrosine kinase c-Met and its ligand HGF is valid and attractive molecular target for therapeutic blockade in cancer. Inspired by the chemical structure of the naturally occurring olive secoiridoid (-)-oleocanthal (1) and its documented anticancer activity against c-Met-dependent malignancies, a previous study reported tyrosol sinapate (4) as a c-Met inhibitor hit. This study reports additional semisynthetic optimization and SAR of 4 to improve its selective activity against c-Met-dependent breast cancer by increasing its capacity to inhibit c-Met phosphorylation...
April 20, 2016: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/27086914/the-oleocanthal-based-homovanillyl-sinapate-as-a-novel-c-met-inhibitor
#13
Mohamed M Mohyeldin, Mohamed R Akl, Hassan Y Ebrahim, Ana Maria Dragoi, Samantha Dykes, James A Cardelli, Khalid A El Sayed
The hepatocyte growth factor (HGF)/mesenchymal-epithelial transition factor (c-Met) signaling axis has gained considerable attention as an attractive molecular target for therapeutic blockade of cancer. Inspired by the chemical structure of S (-)-oleocanthal, a natural secoiridoid from extra-virgin olive oil with documented anticancer activity against c-Met-dependent malignancies, the research presented herein reports on the discovery of the novel olive-derived homovanillyl sinapate (HVS) as a promising c-Met inhibitor...
May 31, 2016: Oncotarget
https://www.readbyqxmd.com/read/26841137/oil-quality-parameters-and-quantitative-measurement-of-major-secoiridoid-derivatives-in-neb-jmel-olive-oil-from-various-tunisian-origins-using-qnmr
#14
Amir Ben Mansour, Boutheina Gargouri, Eleni Melliou, Prokopios Magiatis, Mohamed Bouaziz
BACKGROUND: Olive oil contains compounds with interesting biological activities which are influenced by the cultivar, the geographic origin and other factors. The aims of this work were to (1) investigate these factors in Neb Jmel olive oil from various Tunisian origins; (2) determine the influence of geographic conditions on phenolic composition of Neb Jmel olive oil and consequently on the antioxidant compounds; and (3) verify whether oils could be discriminated based on geographical origin...
October 2016: Journal of the Science of Food and Agriculture
https://www.readbyqxmd.com/read/26654091/quantity-and-quality-of-secoiridoids-and-lignans-in-extra-virgin-olive-oils-the-effect-of-two-and-three-way-decanters-on-leccino-and-raggiola-olive-cultivars
#15
Elena Antonini, Alfonso Farina, Emanuele Salvatore Scarpa, Alessandra Frati, Paolino Ninfali
In this investigation, 14 extra virgin olive oils (EVOOs), produced with Leccino and Raggiola olive cultivars, by a new two-way (2W) decanter were compared with 14 EVOOs produced by means of a conventional three-way (3W) decanter. The 2W EVOOs had higher phenol concentrations, as shown by high-performance liquid chromatography/diode array detection (HPLC-DAD) analysis and yielded a higher extraction of the 3,4-DHPEA-EDA (oleacein), 3,4-DHPEA-EA (oleuropein aglycone) and p-HPEA-EDA (oleocanthal). The concentrations of lignans, (+)-pinoresinol and (+)-1-acetoxypinoresinol, detected by HPLC-FLD equipment, were higher in the 2W EVOOs than they were in EVOOs produced using the 3W system...
2016: International Journal of Food Sciences and Nutrition
https://www.readbyqxmd.com/read/26616988/extraction-of-phenolic-compounds-from-virgin-olive-oil-by-deep-eutectic-solvents-dess
#16
Aránzazu García, Elisa Rodríguez-Juan, Guillermo Rodríguez-Gutiérrez, José Julian Rios, Juan Fernández-Bolaños
Deep eutectic solvents (DESs) are "green" solvents, applied in this study for the extraction of phenolic compounds from virgin olive oil (VOO). Different combinations of DES consisting of choline chloride (ChCl) in various mixing ratios with sugars, alcohols, organic acids, and urea, as well as a mixture of three sugars were used. The yields of the DES extractions were compared with those from conventional 80% (v/v) methanol/water. DES showed a good solubility of phenolic compounds with different polarities...
April 15, 2016: Food Chemistry
https://www.readbyqxmd.com/read/26380379/-oleocanthal-rapidly-and-selectively-induces-cancer-cell-death-via-lysosomal-membrane-permeabilization
#17
Onica LeGendre, Paul As Breslin, David A Foster
(-)-Oleocanthal (OC), a phenolic compound present in extra-virgin olive oil (EVOO), has been implicated in the health benefits associated with diets rich in EVOO. We investigated the effect of OC on human cancer cell lines in culture and found that OC induced cell death in all cancer cells examined as rapidly as 30 minutes after treatment in the absence of serum. OC treatment of non-transformed cells suppressed their proliferation but did not cause cell death. OC induced both primary necrotic and apoptotic cell death via induction of lysosomal membrane permeabilization (LMP)...
2015: Molecular & Cellular Oncology
https://www.readbyqxmd.com/read/26348065/oleocanthal-enhances-amyloid-%C3%AE-clearance-from-the-brains-of-tgswdi-mice-and-in-vitro-across-a-human-blood-brain-barrier-model
#18
Hisham Qosa, Yazan S Batarseh, Mohamed M Mohyeldin, Khalid A El Sayed, Jeffrey N Keller, Amal Kaddoumi
Numerous clinical and preclinical studies have suggested several health promoting effects for the dietary consumption of extra-virgin olive oil (EVOO) that could protect and decrease the risk of developing Alzheimer's disease (AD). Moreover, recent studies have linked this protective effect to oleocanthal, a phenolic secoiridoid component of EVOO. This protective effect of oleocanthal against AD has been related to its ability to prevent amyloid-β (Aβ) and tau aggregation in vitro, and enhance Aβ clearance from the brains of wild type mice in vivo; however, its effect in a mouse model of AD is not known...
November 18, 2015: ACS Chemical Neuroscience
https://www.readbyqxmd.com/read/26248874/olive-oil-derived-oleocanthal-as-potent-inhibitor-of-mammalian-target-of-rapamycin-biological-evaluation-and-molecular-modeling-studies
#19
Mohammad A Khanfar, Sanaa K Bardaweel, Mohamed R Akl, Khalid A El Sayed
The established anticancer and neuroprotective properties of oleocanthal combined with the reported role of mammalian target of rapamycin (mTOR) in cancer and Alzheimer's disease development encouraged us to examine the possibility that oleocanthal inhibits mTOR. To validate this hypothesis, we docked oleocanthal into the adenosine triphosphate binding pocket of a close mTOR protein homologue, namely, PI3K-γ. Apparently, oleocanthal shared nine out of ten critical binding interactions with a potent dual PIK3-γ/mTOR natural inhibitor...
November 2015: Phytotherapy Research: PTR
https://www.readbyqxmd.com/read/26197539/in-cell-interactome-of-oleocanthal-an-extra-virgin-olive-oil-bioactive-component
#20
Chiara Cassiano, Agostino Casapullo, Alessandra Tosco, Maria Chiara Monti, Raffaele Riccio
A copper-(I)-catalyzed variation of the Huisgen 1,3-dipolar cycloaddition has been applied to lead the in living-cell mass-spectrometry based identification of protein targets of oleocanthal, a natural metabolite daily ingested by millions of people. Chemical proteomics revealed heat-shock proteins, HSP70 and HSP90, as main oleocanthal interactors in living systems. These two proteins are involved in cancer development and, thus, our findings could have important outcomes for a deep evaluation of the bio-pharmacological significance of oleocanthal...
June 2015: Natural Product Communications
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