Ampelopsin

  • Ampelopsin
  • Traffic light Optin
  • (2R, 3R) -3,5,7 -trihydroxy- 2-( 3,4,5- trihydroxyphenyl ) -2,3- dihydrochromen -4-one

White acicular crystals

Fixed

245-246 ° C

Template: Infobox chemical / molecular formula search available

Dihydromyricetin (DHM ), also called Ampelopsin, is a flavanonol from the group of flavonoids.

Occurrence

As a secondary plant substance is dihydromyricetin among other things in Japanese Raisin Tree ( Hovenia dulcis ), in plants of the genus Ampelopsis, for example in A. meliaefolia, A. japonica, A. megalophylla, A. cantoniensis ( = A. large edentata ), in the coastal pine ( Pinus contoria ) africanum in Erythrophleum, in Rhododendron cinnabarinum, and included in Japanese cake tree ( Cercidiphyllum japonicum).

Pharmacology

Dihydromyricetin binds to the GABAA receptor. These nerve cell receptor, for example, also binds alcohol. In animal models, color rats, it was shown that alcoholized animals, where a dose of 1 mg / kg body weight was administered DHM before, much faster again were sober. They also showed in comparison to the control group that got no DHM, no signs of a hangover ( alcohol intoxication ). In further experiments, the potential alcohol withdrawal promoting properties could be found. Rats to which any amount of alcohol is available to consume over time, increasing amounts of alcohol; A typical signs of addictive behavior. In a series of experiments was mixed with the animals DHM after seven weeks in the alcohol, followed by alcohol consumption significantly reduced. It has reached the level that had the experimental animals, which DEM was administered from the outset with alcohol.

The amounts of active compound used not caused by the DHM toxicological effects could be detected in the experimental animals. Only at 100 times the dose used in the experiments, the rats showed slight disorientation, caused for example by benzodiazepines, which also bind to the GABAA receptor.

The liver-protective effect of DHM has been known for much longer. Extracts of the Japanese raisin tree are approved by the Korea Food & Drug Administration since 2008 to regenerate the liver of patients with alcohol abuse. The effect has been known for over 500 years.

In addition, the polyphenol dihydromyricetin is a powerful antioxidant.

Further Reading

  • X. Kou, K. Shen include: Ampelopsin Inhibits H (2) O (2) -induced apoptosis by ERK and Akt Signaling Pathways and Up - regulation of heme oxygenase -1. In: Phytotherapy Research. [Electronic publication ahead of print] in December 2011, ISSN 1099-1573. doi: 10.1002/ptr.3671. PMID 22,144,097th
  • J. Ye, Y. Guan, among other things: Ampelopsin Prevents apoptosis induced by H2O2 in MT -4 lymphocytes. In: Planta Medica. Volume 74, Number 3, February 2008, pp. 252-257, ISSN 0032-0943. doi: 10.1055/s-2008-1034317. PMID 18,300,190th
  • LP Ruan, BY Yu include: Improving the solubility of solid dispersions by ampelopsin and inclusion complexes. In: Journal of pharmaceutical and biomedical analysis. Volume 38, Number 3, July 2005, pp. 457-464, ISSN 0731-7085. doi: 10.1016/j.jpba.2005.01.030. PMID 15,925,247th
  • Y. Zhang, S. Que include: Isolation and identification of metabolites from dihydromyricetin. In: Magnetic Resonance in Chemistry. Volume 45, Number 11, 2007, pp. 909-916. doi: 10.1002/mrc.2051
  • DJ Peters, CP Constable: Molecular analysis of herbivore -induced condensed tannin synthesis: cloning and expression of dihydroflavonol reductase from trembling aspen (Populus tremuloides ). In: The Plant Journal. Volume 32, Number 5, 2002, pp. 701-712. doi: 10.1046/j.1365-313X.2002.01458.x
  • 3,3 ', 4', 5,5 ' ,7- hexahydroxy -2 ,3 -dihydro- flavanonol 27200-12-0. In: Sax 's Dangerous Properties of Industrial Materials. doi: 10.1002/0471701343.sdp13587
CAS registry number PubChem GABA receptor Digital Object Identifier
57520
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