Hesperidin

• Cirantin
• Hesperidosid
• Hesperetin - 7-O- rutinoside
• Hesperetin -7- rhamnoglucoside
• (2S ) -7 - (( 6-O- (6 -deoxy- α -L- mannopyranosyl ) - β -D-glucopyranosyl ) oxy ) - 2,3- dihydro- 5-hydroxy- 2 - (3 -hydroxy- 4-methoxyphenyl) - 4H -1-benzopyran -4-one

Fine dendritic needles, light brown, odorless

Fixed

258-262 ° C ( softens at 250 ° C)

• Slightly soluble in water: 20 mg · l-1
• Almost insoluble in acetone, benzene, chloroform
• Slightly soluble in methanol, hot glacial acetic acid
• Soluble in formamide, dimethylformamide
• Readily soluble in pyridine and dilute alkalis

1000 mg · kg -1 ( LD50, mouse, ip)

Template: Infobox chemical / molecular formula search available

Hesperidin glycoside as part of the flavanone hesperetin and the disaccharide rutinose to the group of flavonoids, specifically to the bioflavonoids.

History

Hesperidin was first in 1828 by the French chemist Lebreton from the white inner layer of the citrus peel ( mesocarp, albedo) isolated.

Occurrence

Hesperidin is the major flavonoid of bowls of oranges and lemons, and get there before next hesperetin. In some varieties of oranges it makes up 4.1% of the dry weight of the shells. It is also common in other citrus fruits. It can be extracted from orange peels, which is to ensure that a greater amount of the white inner layer is extracted with. Orange juice with pulp, therefore, contains more of this flavonoid than those without. Sweet oranges (Citrus sinensis) and tangelos are considered the most important source of this bioflavonoid in the diet.

Properties

Hesperidin is chiral. The specific optical rotation of the natural hesperidin is -76 ° (c = 2.0 M in pyridine at 20 ° C).

Pharmacological action

In the plant, the hesperidin protects against certain fungal infections.

Hesperidin is used medically in the form of a combined preparation with Diosmin against venous leg complaints such as varicose veins and shows, in addition to its effect as an antioxidant and an increase in venous tone and lymphatic drainage, which has been proven in placebo- controlled trials in people with chronic venous insufficiency.

Even with hemorrhoids clinical studies have shown the good effect of diosmin and hesperidin tablets.

According to the results of animal experiments Hesperidin has anti-inflammatory and analgesic effects, lowering cholesterol and triglyceride levels in the blood.

Due to these effects hesperidin is now widely promoted as dietary supplements.