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Definition of Glycosides

  • Glycosides are compounds consisting of a sugar moiety (glycone) linked to a non-sugar aglycone via a glycosidic bond.

  • Aglycones can be terpenoids, phenols, or alkaloids.

Structure and Classification

Based on aglycone:

  • Flavonoid Glycosides: Flavonoid aglycone.

  • Cardiac Glycosides: Steroid or triterpenoid aglycones.

  • Saponins: Triterpenoid or steroid aglycones with soap-like properties.

  • Cyanogenic Glycosides: Release hydrogen cyanide upon hydrolysis.

Additionally classified by sugar type (e.g., glucose, rhamnose) and glycosidic bond type.

Biosynthesis

  • Formed by glycosyltransferase enzymes attaching sugar moieties to aglycones, altering solubility, stability, and bioactivity.

Occurrence in Nature

  • Common in plants for defense, pigmentation, and storage. Also found in some animals and microorganisms.

Biological Activities and Uses

  • Pharmacological Effects: E.g., cardiac glycosides like digoxin for heart conditions.

  • Defense Mechanisms: Toxins or deterrents against pests.

  • Industrial Uses: Natural colorants and antioxidants in food and cosmetics.

Examples

  • Rutin: Flavonoid glycoside with antioxidant properties in various fruits and vegetables.

  • Glycyrrhetinic Acid: Saponin glycoside from licorice root, used in flavorings and as an anti-inflammatory agent.


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