Oleuropein

Oleuropein
Nazivi
	IUPAC naziv (4S,5E,6S)-4-[2-[2-(3,4-dihidroksifenil)etoksi]-2-oksoetil]-5-etiliden-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihidroksi-6-(hidroksimetil)-2-tetrahidropiranil]oksi]-4H-piran-3-karboksilna kiselina, metil estar
Identifikacija
CAS broj	32619-42-4 ;
3D model (Jmol)	interaktivna slika;
ChemSpider	4444876 ;
ECHA InfoCard	100.046.466
PubChem C ID	5281544;
	SMILES O=C(OCCc1ccc(O)c(O)c1)C[C@H]2C(=C/C)\[C@@H](O\C=C2\C(=O)OC)O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)CO; ; ; ; ; ;
Svojstva
Hemijska formula	C25H32O13
Molarna masa	540,51 g/mol
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

Oleuropein je hemijsko jedinjenje pristno u maslinovom lišću. Ono se javlja zajedno sa blisko srodnim jedinjenjima kao što su 10-hidroksioleuropein, ligstrozid, i 10-hidroksiligstrozid. Sva ta jedinjenja su tirozolni estri elenolinske kiseline koja su dalje hidroksilovana i glikozilovana. On je jedan od glavnih prirodnih fenola prisutnih u arganskom ulju.^[3] On je takođe prisutan u lišću kaline.

Oleuropein i njegov metabolit hidroksitirozol imaju moćno antioksidansno dejstvo in vivo i in vitro. Oleuropein je jedno od jedinjenja koja daju ekstra devičanskom maslinovom ulju njegov gorak, opor ukus. Preparati oleuropeina imaju više farmakoloških dejstava,^[4]^[5] jedno od kojih je ojačavanje imunskog sistema. Ispitivanja na pacovima sugerišu da oleuropein pojačava termogenezu putem povišenaj sadržaja termogenina u smeđem adipoznom tkivu i sekreciju noradrenalina i adrenalina.^[6]

Reference

^ Li Q, Cheng T, Wang Y, Bryant SH (2010). . „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). . „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
^ Charrouf, Z.; Guillaume, D. (2007). . „Phenols and Polyphenols from Argania spinosa”. American Journal of Food Technology. 2 (7): 679—683. doi:10.3923/ajft.2007.679.683.
^ Haris Omar, Syed (2010). . „Oleuropein in Olive and its Pharmacological Effects”. Scientia Pharmaceutica. 78 (2): 133—54. PMC 3002804 . PMID 21179340. doi:10.3797/scipharm.0912-18.
^ 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. PMID 19135874. doi:10.1016/j.ijantimicag.2008.10.026.
^ Oi-Kano, Yuriko; Kawada, Teruo; Watanabe, Tatsuo; Koyama, Fumihiro; Watanabe, Kenichi; Senbongi, Reijirou; Iwai, Kazuo (2008). . „Oleuropein, a Phenolic Compound in Extra Virgin Olive Oil, Increases Uncoupling Protein 1 Content in Brown Adipose Tissue and Enhances Noradrenaline and Adrenaline Secretions in Rats”. Journal of Nutritional Science and Vitaminology. 54 (5): 363—70. PMID 19001767. doi:10.3177/jnsv.54.363.

Vidi još

Literatura

Tripoli, Elisa; Giammanco, Marco; Tabacchi, Garden; Di Majo, Danila; Giammanco, Santo; La Guardia, Maurizio (2009). . „The phenolic compounds of olive oil: Structure, biological activity and beneficial effects on human health”. Nutrition Research Reviews. 18 (1): 98—112. PMID 19079898. S2CID 221216561. doi:10.1079/NRR200495.
Walter Jr, WM; Fleming, HP; Etchells, JL (1973). . „Preparation of antimicrobial compounds by hydrolysis of oleuropein from green olives”. Applied Microbiology. 26 (5): 773—6. PMC 379900 . PMID 4762396. doi:10.1128/am.26.5.773-776.1973.
Andreadou, Ioanna; Iliodromitis, Efstathios K.; Mikros, Emmanuel; Constantinou, Maria; Agalias, Apostolos; Magiatis, Prokopios; Skaltsounis, Alexios Leandros; Kamber, Elli; Tsantili-Kakoulidou, Anna (2006). . „The Olive Constituent Oleuropein Exhibits Anti-Ischemic, Antioxidative, and Hypolipidemic Effects in Anesthetized Rabbits”. The Journal of Nutrition. 136 (8): 2213—9. PMID 16857843. doi:10.1093/jn/136.8.2213.
Leehuang, S; Huang, P; Zhang, D; Lee, J; Bao, J; Sun, Y; Chang, Y; Zhang, J; Huang, P (2007). . „Discovery of small-molecule HIV-1 fusion and integrase inhibitors oleuropein and hydroxytyrosol: Part I. Integrase inhibition”. Biochemical and Biophysical Research Communications. 354 (4): 872—8. PMC 2790717 . PMID 17275783. doi:10.1016/j.bbrc.2007.01.071.
Lee-Huang S, Huang P, Huang P (11 July 2004—16). „Anti-HIV activity of olive leaf extract and synergism with HAART”. Int Conf AIDS 15th. Bangkok. Архивирано из оригинала 28. 09. 2011. г. Приступљено 04. 12. 2012. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

Spoljašnje veze

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). . „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[2] Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). . „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.

[3] Charrouf, Z.; Guillaume, D. (2007). . „Phenols and Polyphenols from Argania spinosa”. American Journal of Food Technology. 2 (7): 679—683. doi:10.3923/ajft.2007.679.683.

[Omar2010-4] Haris Omar, Syed (2010). . „Oleuropein in Olive and its Pharmacological Effects”. Scientia Pharmaceutica. 78 (2): 133—54. PMC 3002804 . PMID 21179340. doi:10.3797/scipharm.0912-18.

[Sudjana2009-5] 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. PMID 19135874. doi:10.1016/j.ijantimicag.2008.10.026.

[6] Oi-Kano, Yuriko; Kawada, Teruo; Watanabe, Tatsuo; Koyama, Fumihiro; Watanabe, Kenichi; Senbongi, Reijirou; Iwai, Kazuo (2008). . „Oleuropein, a Phenolic Compound in Extra Virgin Olive Oil, Increases Uncoupling Protein 1 Content in Brown Adipose Tissue and Enhances Noradrenaline and Adrenaline Secretions in Rats”. Journal of Nutritional Science and Vitaminology. 54 (5): 363—70. PMID 19001767. doi:10.3177/jnsv.54.363.

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Normativna kontrola
Državne	Francuska BnF podaci Nemačka
Ostale	IdRef