Kinetic Study of the Acidic Hydrolysis of Oleuropein, the Major Bioactive Metabolite of Olive Oil

Gikas, Evagelos; Papadopoulos, N.; Tsarbopoulos, Anthony

doi:10.1080/10826070500474113

Cited by 36 publications

(40 citation statements)

References 14 publications

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“…Vissers et al (36) incubated hydroxytyrosol, tyrosol, and oleuropein in gastric juice for 2 h and they did not detect any changes or hydrolysis reaction on these compounds. Additionally, these results were confirmed with oleuropein in simulated gastric juice (35). By contrast, it has been reported (37) that the secoiridoid aglycons of the olive oil suffered hydrolysis during incubation with simulating gastric juice for 4 h, and an increase in the simple phenols hydroxytyrosol and tyrosol was also observed.…”

Section: Discussionsupporting

confidence: 75%

In Vitro Activity of Olive Oil Polyphenols against Helicobacter pylori

Romero

Medina

Vargas

et al. 2007

J. Agric. Food Chem.

168

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Helicobacter pylori is linked to a majority of peptic ulcers and to some types of gastric cancer, and resistance of the microorganism to antibiotic treatment is now found worldwide. Virgin olive oil is an unrefined vegetable oil that contains a significant amount of phenolic compounds. Under simulated conditions, we have demonstrated that these substances can diffuse from the oil into the gastric juice and be stable for hours in this acidic environment. In vitro, they exerted a strong bactericidal activity against eight strains of H. pylori, three of them resistant to some antibiotics. Among the phenolic compounds, the dialdehydic form of decarboxymethyl ligstroside aglycon showed the strongest bactericidal effect at a concentration as low as 1.3 μg/mL. Although the experimental conditions are different from other reported works, this bactericidal concentration is much lower than those found for phenolic compounds from tea, wine, and plant extracts. These results open the possibility of considering virgin olive oil a chemopreventive agent for peptic ulcer or gastric cancer, but this bioactivity should be confirmed in vivo in the future. Keywords: Olive oil; phenolic compounds; simulated digestion, Helicobacter pylori; antimicrobial

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Section: Discussionsupporting

confidence: 75%

In Vitro Activity of Olive Oil Polyphenols against Helicobacter pylori

Romero

Medina

Vargas

et al. 2007

J. Agric. Food Chem.

168

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“…The higher the acidity of the soluti on with increasing formic acid content, the higher amounts of hydroxytyrosol were formed with the hydrolysis of oleuropein. Our results are in accordance with the results of studies reporti ng the acid and enzymati c hydrolysis of oleuropein to form hydroxytyrosol in the literature [9,10]. The hydrolysis of oleuropein into hydroxytrosol and its derivati ves helped the enhancement of the anti bacterial acti vity of the olive leave extract having oleuropein as main consti tuent.…”

Section: Content Of Olive Leaf Extract Treated With Formic Acidsupporting

confidence: 91%

“…Although, oleuropein is the main phenolic component in olive leaf extract, the antioxidant capacity of pure oleuropein is limited. Olive leave extract having oleuropein as main constituent has enhanced antioxidant and antimicrobial activities after oleuropein is hydrolyzed into highly bioactive hydroxytrosols [8][9][10]. Silk is a polyamino acid based protein which is produced by silkworms in order to protect themselves during their metamorphosis.…”

Section: Introductionmentioning

confidence: 99%

Silk fibroin nanofibers loaded with hydroxytyrosol from hydrolysis of oleuropein in olive leaf extract

Bayraktar

2018

TLR

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The purpose of this study was to prepare antimicrobial silk fibroin nanofibers from the aqueous formic acid solutions of silk fibroin and hydroxytyrosol with the in situ hydrolysis of oleouropein present in olive leaf extract using electrospinning method. With the use of aqueous formic acid solution of olive leaf extract and silk fibroin resulted in more uniform and beadless nanofibers. Morphological properties of electrospun nanofibers were investigated using Scanning Electron Microscope (SEM). The diameter of electrospun nanofibers ranged between 70 nm to 150 nm. The nanofiber diameter did not changed much with increasing concentration of olive leaf extract added into silk fibroin solution to be used in electrospinning process. The increase in olive leaf extract concentration resulted in beadless and uniform nanofiber structures. The average diameter of the nanofibers prepared with fibroin solution having 10 % olive leaf extract was determined as 85 ± 10 nm. Results revealing the formation of smoother and uniform nanofibers was attributed to the crosslinking effect of oleuropein and polyphenols present in olive leaf extract with certain functional groups in silk fibroin structure. Antibacterial properties of hydroxytyrosol loaded nanofibers against Staphylococcus epidermidis (Gram +) and Escherichia coli (Gram-) were confirmed with the clear inhibition zones observed in disc diffusion tests. Silk Fibroin nanofibers loaded with hydroxytyrosol may offer a new alternative biomaterial to be used in wound dressing or medical textile applications.

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“…It is absorbed in the small intestines. Oleuropein is not quantified in plasma but is rapidly metabolized in the body and recovered in urine in the form of hydroxytyrosol (Gikas, Papadoloulos, & Tsarbopoulos, ; Vissers, Zock, Roodenburg, Leenen, & Katan, ). Oleuropein diffuses quickly via lipid bi‐layer of the epithelial cell membrane due to its polarity.…”

Section: Introductionmentioning

confidence: 99%

Antitumor Perspectives of Oleuropein and Its Metabolite Hydroxytyrosol: Recent Updates

Imran

Nadeem

Gilani

et al. 2018

Journal of Food Science

111

102

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Olive fruit is a significant and promising source of potential bioactive compounds such as oleuropein and hydroxytyrosol. Oleuropein is the ester of elenolic acid and 3,4-dihydroxyphenyl ethanol (HT). It is the main glycoside in olives, the degradation of which results in the formation of hydroxytyrosol in olive oil. Both plays a significant role in the reduction of coronary heart diseases and a certain type of cancers. Both olive oil phenols have an effective role counter to cell proliferation, cell growth, migration, invasion, and angiogenesis. They down regulate the expression of BCL-2 and COX-2 proteins, and reduced DNA damage. Hydroxytyrosol and oleuropein inhibited the multiple stages in colon carcinogenesis; initiation, promotion, and metastasis. They also provide protection against various human cancers including colorectal, skin, breast, thyroid, digestive, lung, brain, blood, and cervical. This review article discusses the anticancer perspectives and mechanisms of oleuropein and hydroxytyrosol in cell cultures and animal and human studies.

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Kinetic Study of the Acidic Hydrolysis of Oleuropein, the Major Bioactive Metabolite of Olive Oil

Cited by 36 publications

References 14 publications

In Vitro Activity of Olive Oil Polyphenols against Helicobacter pylori

In Vitro Activity of Olive Oil Polyphenols against Helicobacter pylori

Silk fibroin nanofibers loaded with hydroxytyrosol from hydrolysis of oleuropein in olive leaf extract

Antitumor Perspectives of Oleuropein and Its Metabolite Hydroxytyrosol: Recent Updates

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