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尼艾酚

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尼艾酚
IUPAC名
4,4'-[(1Z,3R)-3-Ethenyl-1-propene-1,3-diyl]bis[phenol]
別名 順式扁柏樹脂酚、(Z)-順扁柏樹脂酚、順式異扁柏脂素、(Z)-異扁柏脂素
識別
CAS號 96895-25-9
PubChem 6915833
SMILES
 
  • C=C[C@H](/C=C\C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
性質
化學式 C17H16O2
摩爾質量 252.31 g·mol−1
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

尼艾酚(英語:Nyasol),也叫順式扁柏樹脂酚(Z)-扁柏樹脂酚cis-/(Z)-Hinokiresinol)是一種在知母中發現的木脂素[1][2][3][4] 它具有雌激素活性,可作為ERβ的選擇性激動劑[5]因此是一種植物雌激素[6][7][4]此外,(-)-尼艾酚在體外還被發現可以抑制類花生酸一氧化氮的產生,並具有抗炎作用[8]

參考資料

  1. ^ J. Buckingham. Dictionary of Organic Compounds. CRC Press. 1986: 3544–. ISBN 978-0-412-54090-5. 
  2. ^ Atta-ur-Rahman. Studies in Natural Products Chemistry: Bioactive Natural Products. Elsevier. 8 July 2003: 234–. ISBN 978-0-08-054205-8. 
  3. ^ Christophe Wiart. Medicinal Plants of China, Korea, and Japan: Bioresources for Tomorrow's Drugs and Cosmetics. CRC Press. 11 May 2012: 135–. ISBN 978-1-4398-9912-0. 
  4. ^ 4.0 4.1 Kwon, J., Kondaji, G., Song, S., Kim, C., Lee, K., Kim, W. K., & Choi, Y. (2013). Synthesis of naturally occurring norlignan (±)-nyasol. Bulletin of the Korean Chemical Society, 34(4), 1247-1249.
  5. ^ Yang, H; Baggett, S; Staub, R; Chow, S; Bjeldanes, LF; Leitman, D; Cohen, I. Norlignans from Anemarrhenae asphoeloides Displaying Selective Estrogen Beta (ER?) Activity. Planta Medica. 2008, 74 (3). ISSN 0032-0943. doi:10.1055/s-2008-1075274. 
  6. ^ Atta-ur- Rahman; Allen B. Reitz. Frontiers in Medicinal Chemistry. Bentham Science Publishers. 1 January 2005: 205–. ISBN 978-1-60805-205-9. 
  7. ^ Minami E, Taki M, Takaishi S, Iijima Y, Tsutsumi S, Akiyama T. Stereochemistry of cis- and trans-hinokiresinol and their estrogen-like activity. Chem. Pharm. Bull. 2000, 48 (3): 389–92. PMID 10726863. doi:10.1248/cpb.48.389可免費查閱. 
  8. ^ Lim H, Nam JW, Seo EK, Kim YS, Kim HP. (-)-Nyasol (cis-hinokiresinol), a norneolignan from the rhizomes of Anemarrhena asphodeloides, is a broad spectrum inhibitor of eicosanoid and nitric oxide production. Arch. Pharm. Res. 2009, 32 (11): 1509–14. PMID 20091263. S2CID 23151318. doi:10.1007/s12272-009-2102-4.