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词条 Wogonin
释义

  1. References

{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 401009072
| Reference = [1]
| ImageFile = Wogonin.svg
| ImageAlt = Skeletal formula
| ImageFile1 = Wogonin molecule ball.png
| ImageAlt1 = Ball-and-stick model
| IUPACName = 5,7-Dihydroxy-8-methoxy-2-phenyl-4H-chromen-4-one
| OtherNames = Vogonin
Norwogonin 8-methyl ether
5,7-dihydroxy-8-methoxyflavone
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 632-85-9
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 10043
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 16171
| PubChem = 5281703
| SMILES = COC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3)O)O
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 4445020
| InChI = 1/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3
| InChIKey = XLTFNNCXVBYBSX-UHFFFAOYAQ
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = XLTFNNCXVBYBSX-UHFFFAOYSA-N
| RTECS =
| MeSHName =
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C10197
|Section2={{Chembox Properties
| C=16 | H=12 | O=5
| Appearance =
| Density =
| MeltingPtC = 203 to 206
| MeltingPt_notes =
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}Wogonin is an O-methylated flavone, a flavonoid-like chemical compound which was found in Scutellaria baicalensis.[2]

The glycosides of wogonin are known as wogonosides. For example, oroxindin is a wogonin glucuronide isolated from Oroxylum indicum.[3] It is one of the active ingredients of Sho-Saiko-To, a Japanese herbal supplement.

Wogonin has been found in one study to have anxiolytic properties in mice at doses of 7.5 to 30 mg/kg, without exhibiting the sedative and muscle-relaxing properties of benzodiazepines.[2] Preliminary in vitro studies have shown pharmacological effects that indicate wogonin may have anti-tumor properties.[4][5] Wogonin has also been found to possess anticonvulsant effects.[6] It acts as a positive allosteric modulator of the benzodiazepine site of the GABAA receptor.[2][6]

References

1. ^Wogonin at chemblink.com
2. ^{{cite journal | vauthors = Hui KM, Huen MS, Wang HY, Zheng H, Sigel E, Baur R, Ren H, Li ZW, Wong JT, Xue H | title = Anxiolytic effect of wogonin, a benzodiazepine receptor ligand isolated from Scutellaria baicalensis Georgi | journal = Biochem. Pharmacol. | volume = 64 | issue = 9 | pages = 1415–24 | year = 2002 | pmid = 12392823 | doi = 10.1016/s0006-2952(02)01347-3| url = http://linkinghub.elsevier.com/retrieve/pii/S0006295202013473}}
3. ^{{cite journal | url = http://www.springerlink.com/content/dn4mwx7805167353 | title = Oroxindin—A new flavone glucuronide from Oroxylum indicum | doi = 10.1007/BF02844710 | author1 = Ramachandran Nair AG|author2 = Joshi BS}}
4. ^{{cite journal |vauthors=Lin CC, Kuo CL, Lee MH, Lai KC, Lin JP, Yang JS, Yu CS, Lu CC, Chiang JH, Chueh FS, Chung JG | title = Wogonin triggers apoptosis in human osteosarcoma U-2 OS cells through the endoplasmic reticulum stress, mitochondrial dysfunction and caspase-3-dependent signaling pathways | journal = Int J Oncol | year = 2011 | volume = 39 | issue = 1 | pages = 217–224 | pmid = 21573491 | doi = 10.3892/ijo.2011.1027}}
5. ^{{cite journal |vauthors=Gao J, Morgan WA, Sanchez-Medina A, Corcoran O | title = The ethanol extract of Scutellaria baicalensis and the active compounds induce cell cycle arrest and apoptosis including upregulation of p53 and Bax in human lung cancer cells | journal = Toxicol Appl Pharmacol | year = 2011 | volume = 254 | issue = 3 | pages = 221–8 | doi = 10.1016/j.taap.2011.03.016 | pmid = 21457722}}
6. ^{{cite journal | vauthors = Park HG, Yoon SY, Choi JY, Lee GS, Choi JH, Shin CY, Son KH, Lee YS, Kim WK, Ryu JH, Ko KH, Cheong JH | title = Anticonvulsant effect of wogonin isolated from Scutellaria baicalensis | journal = Eur. J. Pharmacol. | volume = 574 | issue = 2-3 | pages = 112–9 | year = 2007 | pmid = 17692312 | doi = 10.1016/j.ejphar.2007.07.011 | url = http://linkinghub.elsevier.com/retrieve/pii/S0014-2999(07)00791-1}}
{{Flavones}}{{GABAAR PAMs}}{{Anticonvulsant-stub}}

5 : O-Methylated flavones|Resorcinols|Anxiolytics|Anticonvulsants|GABAA receptor positive allosteric modulators

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