尼艾酚

尼艾酚
IUPAC名
4,4'-[(1Z,3R)-3-Ethenyl-1-propene-1,3-diyl]bis[phenol]
别名 顺式扁柏树脂酚、(Z)-顺扁柏树脂酚、顺式异扁柏脂素、(Z)-异扁柏脂素
识别
CAS号 96895-25-9
PubChem 6915833
SMILES
 
  • C=C[C@H](/C=C\C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
性质
化学式 C17H16O2
摩尔质量 252.31 g·mol−1
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

尼艾酚（英语：Nyasol），也叫顺式扁柏树脂酚或(Z)-扁柏树脂酚（cis-/(Z)-Hinokiresinol）是一种在知母中发现的木脂素。[1][2][3][4] 它具有雌激素活性，可作为ERβ的选择性激动剂，[5]因此是一种植物雌激素。[6][7][4]此外，(-)-尼艾酚在体外还被发现可以抑制类花生酸和一氧化氮的产生，并具有抗炎作用。[8]

参考资料

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  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 可免费查阅. 
  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.