(2''S)-10-hydroxy-2''-methoxyoleuropein

(2S)-10-hydroxy-2-methoxyoleuropein is a chemical compound belonging to the class of organic compounds known as secoiridoids. Secoiridoids are a type of iridoids, which are monoterpenoids characterized by the presence of a cyclopentane ring. This particular compound is a derivative of oleuropein, a well-known secoiridoid glycoside that is predominantly found in the olive (Olea europaea) and is responsible for the bitter taste of olives and olive oil.

Structure and Properties

(2S)-10-hydroxy-2-methoxyoleuropein is a modified form of oleuropein, featuring a hydroxy group at the 10th carbon and a methoxy group at the 2 position. The presence of these functional groups may influence the biological activity and solubility of the molecule compared to its parent compound, oleuropein.

Biosynthesis

The biosynthesis of (2S)-10-hydroxy-2-methoxyoleuropein involves the modification of oleuropein in the olive plant. Enzymatic transformations, which may include hydroxylation and methylation reactions, lead to the formation of this specific secoiridoid derivative. These processes are part of the plant's secondary metabolism, which produces a variety of chemical compounds that often play a role in plant defense against herbivores and pathogens.

Biological Activities

While detailed studies on (2S)-10-hydroxy-2-methoxyoleuropein specifically might be limited, the biological activities of oleuropein and other secoiridoids include antioxidant, anti-inflammatory, and antimicrobial effects. These properties suggest potential health benefits and therapeutic applications, although the specific activities of (2S)-10-hydroxy-2-methoxyoleuropein would require further research to confirm.

Potential Applications

Given the biological activities associated with oleuropein, (2S)-10-hydroxy-2-methoxyoleuropein may also possess similar properties that could be useful in pharmaceutical, nutraceutical, and cosmetic industries. Research into its efficacy and safety would be necessary to determine its potential applications.

See Also

• Oleuropein
• Iridoids
• Olive
• Phytochemistry