Resveratrol

Resveratrol
	; Hemijske strukture cis- ((Z)-resveratrol, levo) i trans-resveratrol ((E)-resveratrol, desno)
Nazivi
	Drugi nazivi trans-3,5,4'-Trihidroksistilben;; 3,4',5-Stilbenetriol;; trans-Resveratrol;; (E)-5-(p-Hidroksistiril)resorcinol;; (E)-5-(4-hidroksistiril)benzen-1,3-diol
Identifikacija
CAS broj	501-36-0 ;
3D model (Jmol)	interaktivna slika;
ChEBI	CHEBI:45713 ;
ChemSpider	392875 ;
DrugBank	DB02709 ;
ECHA InfoCard	100.121.386
KEGG	C03582 ;
PubChem C ID	445154;
RTECS	CZ8987000
UNII	Q369O8926L ;
	SMILES Oc2ccc(C=Cc1cc(O)cc(O)c1)cc2; ; ; ; ; ;
Svojstva
Hemijska formula	C14H12O3
Molarna masa	228,25 g·mol−1
Agregatno stanje	Beli prah
Tačka topljenja	261 - 263 °C
Rastvorljivost u voda	0,03 g/L
Rastvorljivost u DMSO	16 g/L
Rastvorljivost u etanol	50 g/L
λmax	304 nm (trans-resveratrol, u vodi); 286 nm (cis-resveratrol, u vodi)
Opasnosti
Bezbednost prilikom rukovanja	Fisher Scientific; Sigma Aldrich
R-oznake	R36 (iritira oči)
S-oznake	S26 (u slučaju kontakta sa očima, odmah ih isperite sa vodom i tražite medicinsku pomoć)
	Letalna doza ili koncentracija (LD, LC):
LD50 (LD50)	23.2 µM (5.29 g)
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

Resveratrol (3,5,4'-trihidroksi-trans-stilben) je stilbenoid, tip prirodnog fenola, i fitoaleksin koji proizvodi više biljaka kad su napadnute patogenima kao što su bakterije ili gljive.

Efekti resveratrola su tema brojnih studija na životinjama i ljudima. Njegovi efekti na životni vek mnogih model organizama su kontroverzni.^[8] U eksperimentima na miševima i pacovima, zapaženo je antikancerno i antiinflamatorno dejstvo, snižavanje nivoa krvnog šećera i drugi korisni kardiovaskularni efekti. Kod ljudi, su ti efekti generalno pozitivni, ali su izraženi u manjoj meri.^[9] U jednom kliničkom ispitivanju, ekstremno visoke doze (3–5 g) resveratrola, u posebno dizajniranoj formulaciji kojom se povećava biodostupnost, su znatno snizili nivoe krvnog šećera.^[10] Ta 28 dana duga studija faze 1b je sprovedena u Indiji, i objavljena 2008.^[11] Mada postoje trvrdnje u štampi da resveratrol manifestuje antistarosno dejstvo,^[12] one za sad nisu zasnovane na rigoroznim naučnim podacima. Istraživanja resveratrola su u svojoj ranoj fazi i dugotrajni efekti suplementacije kod ljudi nisu poznati.^[13]^[14]

Vidi još

Reference

^ ^а ^б Camont, L; Cottart, C; Rhayem, Y; Nivetantoine, V; Djelidi, R; Collin, F; Beaudeux, J; Bonnefontrousselot, D (2009). „Simple spectrophotometric assessment of the trans-/cis-resveratrol ratio in aqueous solutions”. Analytica Chimica Acta. 634 (1): 121—8. PMID 19154820. doi:10.1016/j.aca.2008.12.003.
^ Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
^ 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.
^ ^а ^б Resveratrol MSDS on Fisher Scientific website Архивирано на сајту Wayback Machine (3. новембар 2012)
^ ^а ^б ^в Resveratrol MSDS on www.sigmaaldrich.com
^ LP, Bechmann; Zahn; Gieseler; Fingas; Marquitan; Jochum; Gerken; Friedman; Canbay; et al. (jun 2009). „Resveratrol amplifies profibrogenic effects of free fatty acids on human hepatic stellate cells”. Hepatol. Res. 39 (6): 601—8. PMC 2893585 . PMID 19207580. doi:10.1111/j.1872-034X.2008.00485.x.
^ Bass TM, Weinkove D, Houthoofd K, Gems D, Partridge L (2007). „Effects of resveratrol on lifespan in Drosophila melanogaster and Caenorhabditis elegans”. Mech. Ageing Dev. 128 (10): 546—52. PMID 17875315. doi:10.1016/j.mad.2007.07.007.
^ „Micronutrient Information Center: Resveratrol”. Linus Pauling Institute at Oregon State University. Приступљено 13. 1. 2012.
^ Elliott PJ, Jirousek M (2008). „Sirtuins: novel targets for metabolic disease”. Curr Opin Investig Drugs. 9 (4): 371—8. PMID 18393104.
^ „Sirtris Announces Positive Results with Proprietary Version of Resveratrol, SRT501, in a Phase 1b Type 2 Diabetes Clinical Study - Drugs.com MedNews”. Press Release. Drugs.com. 7. 1. 2008. Архивирано из оригинала 05. 02. 2012. г. Приступљено 22. 2. 2012.
^ „Pharma seeks genetic clues to healthy aging”. Reuters. 6. 4. 2010.
^ The Connecticut Post, "Selling resveratrol: Wonder drug or snake oil?," 08/04/2009, by Melissa Healy for the Los Angeles Times news service
^ Gehm BD, McAndrews JM, Chien PY, Jameson JL (1997). „Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor”. Proc. Natl. Acad. Sci. U.S.A. 94 (25): 14138—43. PMC 28446 . PMID 9391166. doi:10.1073/pnas.94.25.14138.

Spoljašnje veze

Breton, Félicien (2008). „Resveratrol and polyphenols in wines”.
CTD's Resveratrol page from the Comparative Toxicogenomics Database
U.S. National Library of Medicine: Drug Information Portal – Resveratrol
Detailed Micro-Nutrient information on Resveratrol from the Linus Pauling Institute
Resveratrol: Don't Buy the Hype
Stay young on red wine drugs? Think again
Zalet – a site that specializes in Resveratrol information

[Camont-1] а ^б Camont, L; Cottart, C; Rhayem, Y; Nivetantoine, V; Djelidi, R; Collin, F; Beaudeux, J; Bonnefontrousselot, D (2009). „Simple spectrophotometric assessment of the trans-/cis-resveratrol ratio in aqueous solutions”. Analytica Chimica Acta. 634 (1): 121—8. PMID 19154820. doi:10.1016/j.aca.2008.12.003.

[2] Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[3] 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

[4] 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.

[FisherScientificMSDS-5] а ^б Resveratrol MSDS on Fisher Scientific website Архивирано на сајту Wayback Machine (3. новембар 2012)

[SigmaAldrichMSDS-6] а ^б ^в Resveratrol MSDS on www.sigmaaldrich.com

[pmid19207580-7] LP, Bechmann; Zahn; Gieseler; Fingas; Marquitan; Jochum; Gerken; Friedman; Canbay; et al. (jun 2009). „Resveratrol amplifies profibrogenic effects of free fatty acids on human hepatic stellate cells”. Hepatol. Res. 39 (6): 601—8. PMC 2893585 . PMID 19207580. doi:10.1111/j.1872-034X.2008.00485.x.

[Bass2007-8] Bass TM, Weinkove D, Houthoofd K, Gems D, Partridge L (2007). „Effects of resveratrol on lifespan in Drosophila melanogaster and Caenorhabditis elegans”. Mech. Ageing Dev. 128 (10): 546—52. PMID 17875315. doi:10.1016/j.mad.2007.07.007.

[urlLinus_Pauling_Institute_at_Oregon_State_University-9] „Micronutrient Information Center: Resveratrol”. Linus Pauling Institute at Oregon State University. Приступљено 13. 1. 2012.

[pmid18393104-10] Elliott PJ, Jirousek M (2008). „Sirtuins: novel targets for metabolic disease”. Curr Opin Investig Drugs. 9 (4): 371—8. PMID 18393104.

[url_Sirtris_SRT501-11] „Sirtris Announces Positive Results with Proprietary Version of Resveratrol, SRT501, in a Phase 1b Type 2 Diabetes Clinical Study - Drugs.com MedNews”. Press Release. Drugs.com. 7. 1. 2008. Архивирано из оригинала 05. 02. 2012. г. Приступљено 22. 2. 2012.

[12] „Pharma seeks genetic clues to healthy aging”. Reuters. 6. 4. 2010.

[The_Connecticut_Post_2009-13] The Connecticut Post, "Selling resveratrol: Wonder drug or snake oil?," 08/04/2009, by Melissa Healy for the Los Angeles Times news service

[Gehm_BD,_McAndrews_JM,_Chien_PY,_Jameson_JL_1997_14138–43-14] Gehm BD, McAndrews JM, Chien PY, Jameson JL (1997). „Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor”. Proc. Natl. Acad. Sci. U.S.A. 94 (25): 14138—43. PMC 28446 . PMID 9391166. doi:10.1073/pnas.94.25.14138.

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