PHARMACOGNOSY I (6)

Outline of Flavonoid Glycosides Course

1. Introduction to Flavonoid Glycosides

  • Course: Pharmacognosy I (PHAR301)

  • Lecturer: Dr. Beste Atli

  • Focus: Flavonoid Glycosides

2. General Characteristics of Flavonoids

  • Solubility:

    • Water and water-alcohol mixtures: soluble

    • Organic solvents: not soluble

    • Aglycones: soluble in non-polar solvents

  • Crystallization:

    • Often crystallized compounds

    • Yellow solution in alkaline medium; color disappears upon adding acid

3. Extraction of Flavonoids

  • Methods:

    • Different methods for flavonoids and glycosides present

  • Extraction Solvents:

    • Acetone, ethanol, or methanol combined with water

  • Liquid-Liquid Extraction:

    • Petroleum Ether: extracts chlorophyll/pigments

    • Diethyl Ether or CHCl3: targets aglycones

    • EtOAc: extracts glycosides

4. Concentrated Extraction Process

  • Overview:

    • Use concentrated acetone-, ethanol-, or methanol-aqueous extracts

  • Final Products:

    • Chloroform fraction: contains free flavonoids

    • EtOAc fraction: contains glycosides

    • Very polar glycosides and saccharides in residue

5. Extracting Various Flavonoids

  • Key Classes:

    • Isoflavones, Flavanones: use chloroform, ether, ethyl acetate

    • Flavones, Flavonols: extracted with acetone, alcohol, and water mixtures

    • Other compounds: biflavonoids, aurones, chalcones, flavondiols, catechol, procyanidols

6. Chromatographic Techniques for Separation

  • Techniques:

    • Polyamide, Sephadex, silica gel, and alumina

    • High-Performance Liquid Chromatography (HPLC)

7. Determination Reactions of Glycosides

  • Observations:

    • Chromatography exhibits fluorescence under UV light

    • Alkaline medium: yellow color

    • Aurones and chalcones visible with ammonia vapors: orange/red colors

8. Color Reactions with AlCl3 and Other Compounds