Oleuropein

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Oleuropein
Oleuropein.png
Names
IUPAC name
(4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]- 5-ethylidene-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)- 2-tetrahydropyranyl]oxy]-4H-pyran-3-carboxylic acid, methyl ester
Identifiers
32619-42-4 YesY
ChEMBL ChEMBL1911053 N
ChemSpider 4444876 YesY
Jmol-3D images Image
PubChem 5281544
Properties
C25H32O13
Molar mass 540.51 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N verify (what isYesY/N?)
Infobox references

Oleuropein is a phenylethanoid, a type of phenolic compound found in olive leaf together with other closely related compounds such as 10-hydroxyoleuropein, ligustroside, and 10-hydroxyligustroside. All these compounds are tyrosol esters of elenolic acid that are further hydroxylated and glycosylated. It is one of the main natural phenols found in argan oil.[1] It is also found in the leaves of privet.

Oleuropein and its metabolite hydroxytyrosol display antioxidant activity in vitro and contribute bitter taste to olive oil.[citation needed] Although oleuropein preparations have been claimed to have pharmacological effects,[2][3] none of these has been demonstrated in humans.

Oleuropein is traditionally removed from olives due to its bitterness.

See also[edit]

References[edit]

  1. ^ Phenols and Polyphenols from Argania spinosa. Z. Charrouf and D. Guillaume, American Journal of Food Technology, 2007, 2, pages 679-683, doi:10.3923/ajft.2007.679.683
  2. ^ Haris Omar, Syed (2010). "Oleuropein in Olive and its Pharmacological Effects". Scientia Pharmaceutica 78 (2): 133–54. doi:10.3797/scipharm.0912-18. PMC 3002804. PMID 21179340. 
  3. ^ Sudjana, Aurelia N.; D'Orazio, Carla; Ryan, Vanessa; Rasool, Nooshin; Ng, Justin; Islam, Nabilah; Riley, Thomas V.; Hammer, Katherine A. (2009). "Antimicrobial activity of commercial Olea europaea (olive) leaf extract". International Journal of Antimicrobial Agents 33 (5): 461–3. doi:10.1016/j.ijantimicag.2008.10.026. PMID 19135874. 

Further reading[edit]