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Nyasol

Topic: Chemistry

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Nyasol
Names
IUPAC name
4,4'-[(1Z,3R)-3-Ethenyl-1-propene-1,3-diyl]bis[phenol]
Other names
cis-Hinokiresinol; (Z)-Hinokiresinol
Identifiers
3D model (JSmol)
UNII
Properties
C17H16O2
Molar mass 252.313 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Nyasol, also known as cis-hinokiresinol or as (Z)-hinokiresinol, is a lignan that is found in Anemarrhena asphodeloides.[1][2][3][4] It has estrogenic activity, acting as a selective agonist of the ERβ,[5] and hence is a phytoestrogen.[6][7][4] In addition, (-)-nyasol has been found to inhibit the production of eicosanoids and nitric oxide in vitro and shows anti-inflammatory effects.[8]

References

  1. ↑ J. Buckingham (1986). Dictionary of Organic Compounds. CRC Press. pp. 3544–. ISBN 978-0-412-54090-5. https://books.google.com/books?id=x2Su3GKCvtsC&pg=PA3544. 
  2. ↑ Atta-ur-Rahman (8 July 2003). Studies in Natural Products Chemistry: Bioactive Natural Products. Elsevier. pp. 234–. ISBN 978-0-08-054205-8. https://books.google.com/books?id=B_-T5z78tXQC&pg=PA234. 
  3. ↑ Christophe Wiart (11 May 2012). Medicinal Plants of China, Korea, and Japan: Bioresources for Tomorrow's Drugs and Cosmetics. CRC Press. pp. 135–. ISBN 978-1-4398-9912-0. https://books.google.com/books?id=ckTOBQAAQBAJ&pg=PA135. 
  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 (2008). "Norlignans from Anemarrhenae asphoeloides Displaying Selective Estrogen Beta (ER?) Activity". Planta Medica 74 (3). doi:10.1055/s-2008-1075274. ISSN 0032-0943. 
  6. ↑ Atta-ur- Rahman; Allen B. Reitz (1 January 2005). Frontiers in Medicinal Chemistry. Bentham Science Publishers. pp. 205–. ISBN 978-1-60805-205-9. https://books.google.com/books?id=tCyDoIHToBQC&pg=PA205. 
  7. ↑ "Stereochemistry of cis- and trans-hinokiresinol and their estrogen-like activity". Chem. Pharm. Bull. 48 (3): 389–92. 2000. doi:10.1248/cpb.48.389. PMID 10726863. 
  8. ↑ "(-)-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. 32 (11): 1509–14. 2009. doi:10.1007/s12272-009-2102-4. PMID 20091263. 





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