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Diosmin

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Diosmin
Clinical data
ATC code
Identifiers
  • 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)- 7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy -6-[[(2R,3R,4R,5R,6S) -3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
CAS Number
PubChem CID
CompTox Dashboard (EPA)
ECHA InfoCard100.007.537 Edit this at Wikidata
Chemical and physical data
FormulaC28H32O15
Molar mass608.545 g/mol g·mol−1

Diosmin is a semisynthetic phlebotropic drug, a member of the flavonoid family. It is an oral phlebotropic drug used in the treatment of venous disease, i.e., chronic venous insufficiency (CVI) and hemorrhoidal disease (HD), in acute or chronic hemorrhoids, in place of rubber-band ligation, in combination with fiber supplement, or as an adjuvant therapy to hemorrhoidectomy, in order to reduce secondary bleeding. To control internal symptoms of hemorrhoids (piles), it is used with hesperidin.

Clinical studies have been inconclusive and no review articles on its use in vascular disease have been published.[1][2]

Diosmin is currently a prescription medication in Europe, and is sold as a nutritional supplement in the United States.

Mechanisms

Diosmin prolongs the vasoconstrictor effect of noradrenaline on the vein wall, increasing venous tone, and therefore reducing venous capacitance, distensibility, and stasis. This increases the venous return and reduces venous hyperpressure present in patients suffering from CVI.

Diosmin improves lymphatic drainage by increasing the frequency and intensity of lymphatic contractions, and by increasing the total number of functional lymphatic capillaries. Furthermore, diosmin with hesperidine decreases the diameter of lymphatic capillaries and the intralymphatic pressure.

At the microcirculation level, diosmin reduces capillary hyperpermeability and increases capillary resistance by protecting the microcirculation from damaging processes.

Diosmin reduces the expression of endothelial adhesion molecules (ICAM1, VCAM1), and inhibits the adhesion, migration, and activation of leukocytes at the capillary level. This leads to a reduction in the release of inflammatory mediators, principally oxygen free radicals and prostaglandins (PGE2, PGF2a).

Regulatory status

Diosmin is distributed in the U.S. as a dietary supplement.[3] The U.S. FDA does not prevent the marketing of a supplement from being marketed until there is strong evidence of harm. The FDA concluded that there was an "inadequate basis for reasonable expectation of safety."[4] One company that markets diosmin supplements, Nutratech, has responded that diosmin has a long history of use in Europe.

References

  1. ^ Rozhl Chir. 2005 Aug;84(8):410-2, 414-6. [Analysis of surgical procedures on the vena saphena magna in the Czech Republic and an effect of Detralex during its stripping] [PMID 16218350]
  2. ^ Eur J Vasc Endovasc Surg. 2002 Jan;23(1):73-6. A randomised controlled trial of micronised purified flavonoid fraction vs placebo in patients with chronic venous disease. Danielsson G, Jungbeck C, Peterson K, Norgren L. [PMID 11748952]
  3. ^ Public Health Service memorandum, Sept. 13, 2005
  4. ^ New Dietary Ingredients in Dietary Supplements, U. S. Food and Drug Administration Center for Food Safety and Applied Nutrition Office of Nutritional Products, Labeling, and Dietary Supplements February 2001 (Updated September 10, 2001) [1], Memorandum [2]

External links

  • Diosmin, Alternative Medicine Review, Sept 2004