• Corpus ID: 2189717

Biochemical bases of the pharmacological action of the flavonoid silymarin and of its structural isomer silibinin.

  title={Biochemical bases of the pharmacological action of the flavonoid silymarin and of its structural isomer silibinin.},
  author={Alfonso Valenzuela and A Garrido},
  journal={Biological research},
  volume={27 2},
The flavonoid silymarin and one its structural components, silibinin, have been well characterized as hepato-protective substances. However, little is known about the biochemical mechanisms of action of these substances. This review deals with recent investigations to elucidate the molecular action of the flavonoid. Three levels of action have been proposed for silymarin in experimental animals: a) as an antioxidant, by scavenging prooxidant free radicals and by increasing the intracellular… 

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Media effects on the mechanism of antioxidant action of silybin and 2,3-dehydrosilybin: role of the enol group.

The kinetics of SIL/DHS reactions with 2,2-diphenyl-1-picrylhydrazyl radical in organic solutions of different polarity and with peroxyl radicals in a micellar system mimicking the amphiphilic environment of lipid membranes are studied.


Silymarin has been reported to inhibit the hepatotoxin binding to receptor sites on the hepatocyte membrane ; reduc e the glutathione (GSH) oxidation to enhance its l evel in th e liver and intestine ; and stimulat e the ribosomal RNA polymerase and subsequent protein synthesis, leading to enhanced hepatocyte regeneration.


  • Ghosh
  • Biology, Medicine
  • 2010
Silymarin, a flavonolignan from ‘milk thistle’ (Silybum marianum) plant is used from ancient times as a hepatoprotective drug and its Chemistry, Pharmacodynamics, safety, therapeutic efficacy and Bioavailability enhancement approaches used so far are discussed.

Antihepatotoxic and Antioxidant Activities of Methanol Extract and Isolated Compounds from Ficus Chlamydocarpa

Among the four compounds isolated from the methanol extract, α-amyrin acetate and luteolin showed a significant hepatoprotective activity, as indicated by their ability to prevent liver cell death and lactate dehydrogenase leakage during CCl4 intoxication.



Flavonoids as stabilizers of fish oil: An alternative to synthetic antioxidants

The antioxidant activities against fish oil oxidation of six commercially available flavonoids and of five flavonoids purified from two Chilean native plants were compared to those ofdl-α-tocopherol

Inhibitory action of silymarin of lipid peroxide formation in rat liver mitochondria and microsomes.

Antioxidant properties of the flavonoids silybin and (+)-cyanidanol-3: comparison with butylated hydroxyanisole and butylated hydroxytoluene.

The antioxidant action of the flavonoids silybin and (+)-cyanidanol-3 was assessed in a peroxidating system formed by linoleate and Fe 2+ and an effect that was comparable to that elicited by butylated hydroxytoluene orbutylated hydroxyanisole was achieved.

Flavonoids as inhibitors of rat liver monooxygenase activities.

Free radicals of acetaminophen: their subsequent reactions and toxicological significance.

The oxidation of acetaminophen to the corresponding phenoxyl free radical and N-acetyl-p-benzoquinone imine by mammalian peroxidases is discussed and a model compound, leading to more stable metabolites, can be obtained by introduction of methyl groups next to the oxygen.

Prevention by silymarin of membrane alterations in acute CCI4 liver damage

A partial prevention of the decrease in phosphatidylinositol content was also observed in plasma membranes of animals treated with silymarin in addition to CCI4, which decreased gamma‐glutamyl transpeptidase (GGTP) and alkaline phosphatase (AP) membrane activities.

Acetaminophen does not induce oxidative stress in isolated rat hepatocytes: its probable antioxidant effect is potentiated by the flavonoid silybin.

It is proposed that when hepatocytes are incubated with a high concentration of acetaminophen, the drug may accumulate in the cells due to saturation and/or inhibition of detoxification pathways (as in the case of silybin), and under these conditions the development of hepatocyte oxidative stress may be inhibited due to the antioxidant behaviour ofacetaminophen.