Oleuropein
From Wikipedia, the free encyclopedia
Oleuropein | |
---|---|
(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 | |
CAS number | 32619-42-4 |
PubChem | 5281544 |
SMILES | CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C (=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O |
Properties | |
Molecular formula | C25H32O13 |
Molar mass | 540.514 |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
Oleuropein is a chemical compound found in olive leaf from the olive tree (and leaves of privet) together with other closely related compounds such as 10-hydroxyoleuropein, ligstroside, and 10-hydroxyligstroside. All these compounds are tyrosol esters of elenolic acid that are further hydroxylated and glycosylated. Oleuropein and its metabolite hydroxytyrosol have powerful antioxidant activity both in vivo and in vitro and give extra-virgin olive oil its bitter, pungent taste. Oleuropein preparations have been claimed[1] to strengthen the immune system.
See also
References
External links
- Tripoli E, Giammanco M, Tabacchi G, Di Majo D, Giammanco S, La Guardia M (June 2005). "The phenolic compounds of olive oil: structure, biological activity and beneficial effects on human health". Nutr Res Rev 18 (1): 98–112. doi: . PMID 19079898. http://journals.cambridge.org/download.php?file=%2FNRR%2FNRR18_01%2FS0954422405000089a.pdf&code=7ed64343133e6e9e6798fcc5c0bfb3b2.
- Walter WM, Fleming HP, Etchells JL (November 1973). [Expression error: Missing operand for > "Preparation of antimicrobial compounds by hydrolysis of oleuropein from green olives"]. Appl Microbiol 26 (5): 773–6. PMID 4762396.
- Andreadou I, Iliodromitis EK, Mikros E, et al (August 2006). "The olive constituent oleuropein exhibits anti-ischemic, antioxidative, and hypolipidemic effects in anesthetized rabbits". J. Nutr. 136 (8): 2213–9. PMID 16857843. http://jn.nutrition.org/cgi/pmidlookup?view=long&pmid=16857843.
- Lee-Huang S, Huang PL, Zhang D, et al (March 2007). [Expression error: Missing operand for > "Discovery of small-molecule HIV-1 fusion and integrase inhibitors oleuropein and hydroxytyrosol: Part I. fusion [corrected] inhibition"]. Biochem. Biophys. Res. Commun. 354 (4): 872–8. doi: . PMID 17275783.
- Lee-Huang S, Huang P, Huang P (2004 July 11-16). "Anti-HIV activity of olive leaf extract and synergism with HAART". Int Conf AIDS 15th. Bangkok. http://gateway.nlm.nih.gov/MeetingAbstracts/ma?f=102283585.html.