Aescin

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β-Aescin (main component)
Beta-Aescin.svg
Names
IUPAC name
(2S,3S,4S,5R,6R)-6-{[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetoxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11, 14b-hexamethyl-10-[2-methyl-1-oxobut-2-enoxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-hydroxy-3,5-bis{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy}-2-tetrahydropyrancarboxylic acid
Other names
Escin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.027.164
KEGG
UNII
Properties
C55H86O24
Molar mass 1,131.27 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Aescin or escin is a mixture of saponins with anti-inflammatory, vasoconstrictor and vasoprotective effects found in Aesculus hippocastanum (the horse chestnut). Aescin is the main active compound in horse chestnut, and is responsible for most of its medicinal properties.

Evidence suggests that aescin is a safe and effective treatment for short-term treatment of chronic venous insufficiency;[1][2] however, more high quality randomized controlled trials are required to confirm the effectiveness.[2] Horse chestnut extract may be as effective and well-tolerated as the use of compression stockings.[2]

Mechanism of action[edit]

Aescin appears to produce effects through a wide range of mechanisms. It induces endothelial nitric oxide synthesis by making endothelial cells more permeable to calcium ions, and also induces release of prostaglandin F.[3][4][5] Other possible mechanisms include serotonin antagonism and histamine antagonism and reduced catabolism of tissue mucopolysaccharides.[3]

References[edit]

  1. ^ Sirtori, C. R. (September 2001). "Aescin: pharmacology, pharmacokinetics and therapeutic profile". Pharmacological Research. 44 (3): 183–193. doi:10.1006/phrs.2001.0847. ISSN 1043-6618. PMID 11529685. 
  2. ^ a b c Pittler, Max H.; Ernst, Edzard (2012-11-14). "Horse chestnut seed extract for chronic venous insufficiency". The Cochrane Database of Systematic Reviews. 11: CD003230. doi:10.1002/14651858.CD003230.pub4. ISSN 1469-493X. PMID 23152216. 
  3. ^ a b Sirtori CR (September 2001). "Aescin: pharmacology, pharmacokinetics and therapeutic profile". Pharmacol. Res. 44 (3): 183–193. doi:10.1006/phrs.2001.0847. PMID 11529685. 
  4. ^ Carrasco OF, Vidrio H (July 2007). "Endothelium protectant and contractile effects of the antivaricose principle escin in rat aorta". Vascul. Pharmacol. 47 (1): 68–73. doi:10.1016/j.vph.2007.04.003. PMID 17512261. 
  5. ^ Berti F, Omini C, Longiave D (August 1977). "The mode of action of aescin and the release of prostaglandins". Prostaglandins. 14 (2): 241–249. doi:10.1016/0090-6980(77)90169-1. PMID 897216. 

External links[edit]