| 词条 | Icariin |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 461936642 | ImageFile = Icariin.svg | ImageSize = 200px | ImageAlt = | IUPACName = 5-Hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7- [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3- [(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one | OtherNames = | Section1 = {{Chembox Identifiers | CASNo = 489-32-7 | SMILES = O=C3C(\\O[C@@H]1O[C@H]([C@H](O)[C@@H](O)[C@H]1O)C)=C(/Oc4c(c(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(O)c34)C\\C=C(/C)C)c5ccc(OC)cc5 | InChI = 1/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9,11,14,20,22-23,25-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22-,23+,25+,26-,27+,28+,32-,33+/m0/s1 | InChIKey = TZJALUIVHRYQQB-XLRXWWTNBA | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9,11,14,20,22-23,25-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22-,23+,25+,26-,27+,28+,32-,33+/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = TZJALUIVHRYQQB-XLRXWWTNSA-N | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 553204 | ChEBI_Ref = {{ebicite|changed|EBI}} | ChEBI = 78420 | PubChem = 5318997 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 4477421 | Section2 = {{Chembox Properties | C=33 | H=40 | O=15 | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}Icariin is a chemical compound classified as a prenylated flavonol glycoside, a type of flavonoid. It is the 8-prenyl derivative of kaempferol 3,7-O-diglucoside. The compound has been isolated from several species of plant belonging to the genus Epimedium which are commonly known as Horny Goat Weed or Yin Yang Huo.[1] Extracts from these plants are reputed to produce aphrodisiac effects, and are used in traditional Chinese medicine to enhance erectile function.[2] ResearchThere is one published human trial. In this small, no-control trial with subjects with bipolar disorder, depression and alcohol consumption were decreased.[3] It is thought that icariin is an active component of Epimedium extracts, as it has been shown to share several mechanisms of action with compounds used in Western medicine to treat impotence. In particular, icariin is a weak PDE5 inhibitor in vitro[4][5][6] and enhances the production of nitric oxide,[7] as well as mimicking the effects of testosterone in rats.[8] In vitro evidence suggests it is a weak antioxidant.[9][10] It has antidepressant-like effects in mice.[11][12][13] It also has neuroprotective effects in rats.[14][15] References1. ^{{cite journal |vauthors=Liu JJ, Li SP, Wang YT |title=Optimization for quantitative determination of four flavonoids in Epimedium by capillary zone electrophoresis coupled with diode array detection using central composite design |journal=J Chromatogr A |volume=1103 |issue=2 |pages=344–349 |year=2006 |pmid=16337210 |doi=10.1016/j.chroma.2005.11.036 }} {{Phosphodiesterase inhibitors}}{{Flavonol}}2. ^{{cite journal |vauthors=Makarova MN, Pozharitskaya ON, Shikov AN, Tesakova SV, Makarov VG, Tikhonov VP |title=Effect of lipid-based suspension of Epimedium koreanum Nakai extract on sexual behavior in rats |journal=J Ethnopharmacol |volume=114 |issue=3 |pages=412–416 |year=2007 |pmid=17890032 |doi=10.1016/j.jep.2007.08.021 }} 3. ^{{cite journal |vauthors=Xiao H, Wignall N, Brown ES |title=An open-label pilot study of icariin for co-morbid bipolar and alcohol use disorder |journal=Am J Drug Alcohol Abuse |volume=42 |issue=2 |pages=162–167 |year=2016 |pmid=26809351 |doi=10.3109/00952990.2015.1114118 |url=}} 4. ^{{cite journal |doi=10.1007/s11596-006-0421-y |vauthors=Jiang Z, Hu B, Wang J, etal |title=Effect of icariin on cyclic GMP levels and on the mRNA expression of cGMP-binding cGMP-specific phosphodiesterase (PDE5) in penile cavernosum |journal=J. Huazhong Univ. Sci. Technol. Med. Sci. |volume=26 |issue=4 |pages=460–462 |year=2006 |pmid=17120748 }} 5. ^{{cite journal |vauthors=Ning H, Xin ZC, Lin G, Banie L, Lue TF, Lin CS |title=Effects of icariin on phosphodiesterase-5 activity in vitro and cyclic guanosine monophosphate level in cavernous smooth muscle cells |journal=Urology |volume=68 |issue=6 |pages=1350–4 |year=2006 |pmid=17169663 |doi=10.1016/j.urology.2006.09.031 }} 6. ^{{cite journal |vauthors=Dell'Agli M, Galli GV, Dal Cero E, etal |title=Potent inhibition of human phosphodiesterase-5 by icariin derivatives |journal=J. Nat. Prod. |volume=71 |issue=9 |pages=1513–1517 |year=2008 |pmid=18778098 |doi=10.1021/np800049y }} 7. ^{{cite journal |vauthors=Xu HB, Huang ZQ |title=Icariin enhances endothelial nitric-oxide synthase expression on human endothelial cells in vitro |journal=Vascul. Pharmacol. |volume=47 |issue=1 |pages=18–24 |year=2007 |pmid=17499557 |doi=10.1016/j.vph.2007.03.002 }} 8. ^{{cite journal |vauthors=Zhang ZB, Yang QT |title=The testosterone mimetic properties of icariin |journal=Asian J. Androl. |volume=8 |issue=5 |pages=601–5 |year=2006 |pmid=16751992 |doi=10.1111/j.1745-7262.2006.00197.x }} 9. ^{{cite journal |vauthors=Xie J, Sun W, Duan K, Zhang Y |title=Chemical constituents of roots of Epimedium wushanense and evaluation of their biological activities |journal=Nat. Prod. Res. |volume=21 |issue=7 |pages=600–605 |year=2007 |pmid=17613817 |doi=10.1080/14786410701369680 }} 10. ^{{cite journal |vauthors=Zhao F, Tang YZ, Liu ZQ |title=Protective effect of icariin on DNA against radical-induced oxidative damage |journal=J. Pharm. Pharmacol. |volume=59 |issue=12 |pages=1729–1732 |year=2007 |pmid=18053336 |doi=10.1211/jpp.59.12.0016 }} 11. ^{{cite journal |vauthors=Pan Y, Kong L, Xia X, Zhang W, Xia Z, Jiang F |title=Antidepressant-like effect of icariin and its possible mechanism in mice |journal=Pharmacol. Biochem. Behav. |volume=82 |issue=4 |pages=686–694 |year=2005 |pmid=16380159 |doi=10.1016/j.pbb.2005.11.010 }} 12. ^{{cite journal |doi=10.1248/bpb.29.2399 |vauthors=Pan Y, Zhang WY, Xia X, Kong LD |title=Effects of icariin on hypothalamic-pituitary-adrenal axis action and cytokine levels in stressed Sprague-Dawley rats |journal=Biol. Pharm. Bull. |volume=29 |issue=12 |pages=2399–2403 |year=2006 |pmid=17142971 }} 13. ^{{cite journal |vauthors=Pan Y, Kong LD, Li YC, Xia X, Kung HF, Jiang FX |title=Icariin from Epimedium brevicornum attenuates chronic mild stress-induced behavioral and neuroendocrinological alterations in male Wistar rats |journal=Pharmacol. Biochem. Behav. |volume=87 |issue=1 |pages=130–140 |year=2007 |pmid=17509675 |doi=10.1016/j.pbb.2007.04.009 }} 14. ^{{cite journal |vauthors=Luo Y, Nie J, Gong QH, Lu YF, Wu Q, Shi JS |title=Protective effects of icariin against learning and memory deficits induced by aluminium in rats |journal=Clin. Exp. Pharmacol. Physiol. |volume=34 |issue=8 |pages=792–795 |year=2007 |pmid=17600559 |doi=10.1111/j.1440-1681.2007.04647.x }} 15. ^{{cite journal |vauthors=Zheng M, Qu L, Lou Y |title=Effects of icariin combined with Panax notoginseng saponins on ischemia reperfusion-induced cognitive impairments related with oxidative stress and CA1 of hippocampal neurons in rat |journal=Phytother. Res. |volume=22 |issue=5 |pages=597–604 |year=2008 |pmid=18398927 |doi=10.1002/ptr.2276 }} 5 : PDE5 inhibitors|Flavonol glucosides|Flavonol rhamnosides|Prenylflavonoids|Phenol ethers |
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