Aescin: Difference between revisions

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Cochrane update. No change in findings from 2006-2012 version, but I made the text more accurately reflect the findings. Removed primary RCT reference. This RCT was included in the systematic review, so the info still included.
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'''Aescin''' or '''escin''' is a mixture of [[saponin]]s 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.
'''Aescin''' or '''escin''' is a mixture of [[saponin]]s 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.


High-quality evidence suggests aescin is a safe and effective treatment for [[chronic venous insufficiency]].<ref name=Sirtori>{{cite journal |author =Sirtori CR |title=Aescin: pharmacology, pharmacokinetics and therapeutic profile |journal=Pharmacol. Res. |volume=44 |issue=3 |pages=183–193 |date=September 2001 |pmid=11529685 |doi=10.1006/phrs.2001.0847 |url=}}</ref><ref>{{cite journal |vauthors =Pittler MH, Ernst E |title=Horse chestnut seed extract for chronic venous insufficiency |journal=Cochrane Database Syst Rev |volume= |issue=1 |pages=CD003230 |year=2006 |pmid=16437450 |doi=10.1002/14651858.CD003230.pub3 |url= |editor1-last=Pittler |editor1-first=Max H}}</ref>{{Update inline|reason=Updated version https://www.ncbi.nlm.nih.gov/pubmed/23152216|date=June 2016}} In one [[randomized controlled trial]], horse chestnut extract was found to be as effective and well-tolerated as use of [[compression stockings]].<ref>{{cite journal |vauthors =Diehm C, Trampisch HJ, Lange S, Schmidt C |title=Comparison of leg compression stocking and oral horse-chestnut seed extract therapy in patients with chronic venous insufficiency |journal=Lancet |volume=347 |issue=8997 |pages=292–294 |date=February 1996 |pmid=8569363 |doi= 10.1016/S0140-6736(96)90467-5|url=}}</ref>
Evidence suggests that aescin is a safe and effective treatment for short-term treatment of [[chronic venous insufficiency]].<ref>{{Cite journal|last=Sirtori|first=C. R.|date=September 2001|title=Aescin: pharmacology, pharmacokinetics and therapeutic profile|url=https://www.ncbi.nlm.nih.gov/pubmed/11529685|journal=Pharmacological Research|volume=44|issue=3|pages=183–193|doi=10.1006/phrs.2001.0847|issn=1043-6618|pmid=11529685}}</ref><ref name=Pittler2012>{{Cite journal|last=Pittler|first=Max H.|last2=Ernst|first2=Edzard|date=2012-11-14|title=Horse chestnut seed extract for chronic venous insufficiency|url=https://www.ncbi.nlm.nih.gov/pubmed/23152216|journal=The Cochrane Database of Systematic Reviews|volume=11|pages=CD003230|doi=10.1002/14651858.CD003230.pub4|issn=1469-493X|pmid=23152216|via=}}</ref> Horse chestnut extract may be as effective and well-tolerated as the use of [[compression stockings]], however more high quality randomized controlled trials are required to confirm the effectiveness.<ref name=Pittler2012 />


==Mechanism of action==
==Mechanism of action==

Revision as of 18:44, 18 July 2017

Template:Distinguish2

β-Aescin (main component)
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 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1 checkY
    Key: AXNVHPCVMSNXNP-OXPBSUTMSA-N checkY
  • InChI=1/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1
    Key: AXNVHPCVMSNXNP-OXPBSUTMBO
  • CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C
Properties
C55H86O24
Molar mass 1131.269 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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] Horse chestnut extract may be as effective and well-tolerated as the use of compression stockings, however more high quality randomized controlled trials are required to confirm the effectiveness.[2]

Mechanism of action

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

  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 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 Cite error: The named reference Sirtori was invoked but never defined (see the help page).
  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