Glycyrrhetinic Acid

Source and Occurrence of Glycyrrhetinic Acid

  • Glycyrrhetinic acid is derived from Glycyrrhiza glabra (licorice) root.
  • It is the aglycone of glycyrrhizin, a triterpenoid saponin responsible for the sweet taste of licorice.

Glycyrrhetinic acid

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Structure of Glycyrrhetinic acid

Isolation

  1. Extraction:

  2. Hydrolysis:

    • Acid Hydrolysis: Glycyrrhizin is hydrolyzed under acidic conditions to yield glycyrrhetinic acid and glucose.
  3. Purification:

    • Liquid-Liquid Extraction: Using solvents like chloroform to separate glycyrrhetinics acid from aqueous phase.
    • Recrystallization: Purifying the extracted acid by dissolving in suitable solvents and recrystallizing.
  4. Chromatography:

    • Column Chromatography: On silica gel to further purify glycyrrhetinic acid.
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Identification

  1. Physical Properties:

    • Appearance: White crystalline powder.
    • Melting Point: Approximately 295-297°C.
    • Solubility: Soluble in organic solvents like ethanol and chloroform; sparingly soluble in water.
  2. Spectroscopic Techniques:

    • IR Spectroscopy: Identifies functional groups such as hydroxyl groups (~3400 cm⁻¹) and carbonyl groups (~1700 cm⁻¹).
    • NMR Spectroscopy:
      • ¹H NMR and ¹³C NMR: Provide detailed structural information confirming the triterpenoid structure.
    • Mass Spectrometry: Molecular ion peak at m/z 472 (as sodiated ion, [M+Na]^+).
  3. Chromatographic Techniques:

    • HPLC: Used for purity assessment.
    • Thin-Layer Chromatography (TLC): For preliminary identification.

Analysis

  1. Quantitative Analysis:

    • HPLC: Precise quantification in licorice extracts.
    • Spectrophotometric Methods: Utilized with appropriate standards.
  2. Quality Control:

    • Verifying purity through spectral data.
    • Assessing absence of contaminants.
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Applications and Significance of Glycyrrhetinic Acid

  • Glycyrrhetinics acid exhibits anti-inflammatory, antiviral, and hepatoprotective activities.
  • It is used in the treatment of chronic hepatitis and as a flavoring agent in food products.

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