Лигстрозид

Description

Ligstroside is a secoiridoid glucoside of the oleoside type, a secondary metabolite of plants of the olive family. The molecule is assembled from three fragments: glucose, elenolic acid and tyrosol (2-(4-hydroxyphenyl)ethanol), connected by glycosidic and ester bonds. The main natural source is the leaves and fruits of the European olive Olea europaea, where ligstroside, together with oleuropein, forms the secoiridoid fraction. During fruit ripening and olive processing, aglycone derivatives, including oleocanthal, are formed from ligstroside. The commercial form is a high purity analytical standard.

Basic Attributes

• CAS No.: 35897-92-8
• Chemical formula: C25H32O12
• Molecular Weight: 524.51400
• Exact weight: 524.51
• PSA Specifications: 181.44000
• XLogP3: −0.31
• Stereochemistry: (2S,3E,4S)

Physico-chemical characteristics

• Density: 1.4 ± 0.1 g/cm³
• Boiling point: 736.9 ± 60.0 °C at 760 mm Hg. Art.
• Flash point: 245.1 ± 26.4 °C
• Refractive index: 1.614

Scope of application

• analytical standard for the verification of the authenticity of olive oil and olive leaf extracts by HPLC and LC-MS methods
• marker substance for certification of plant raw materials of the Oleaceae family
• reagent for biochemical and pharmacological studies: anti-inflammatory activity with selective inhibition of COX-1, antioxidant effect, suppression of nitric oxide production are described
• starting compound for the preparation of aglycones of the secoiridoid series

Storage and handling

The glycoside is sensitive to moisture and elevated temperature: the ester bond is hydrolyzed. Keep the container tightly closed, protect from light, and wear gloves and safety glasses. Selection of the sample should be carried out quickly, avoiding sweating of the cooled bottle.