3'-O-β-D-glucopyranosyl oleuropein

What is 3'-O-β-D-glucopyranosyl oleuropein

3'-O-β-D-glucopyranosyl oleuropein is a naturally occurring bioactive compound derived from olive leaves and fruits, belonging to the secoiridoid glycoside family. This unique molecule is a glucosylated derivative of oleuropein, a well-known polyphenolic compound celebrated for its potent antioxidant, anti-inflammatory, and cardioprotective properties. The addition of a glucose moiety at the 3' position enhances its solubility and bioavailability, making it a promising candidate for nutraceutical and pharmaceutical applications. Research suggests that 3'-O-β-D-glucopyranosyl oleuropein may play a significant role in supporting metabolic health, combating oxidative stress, and promoting overall wellness. Its natural origin and multifaceted benefits make it an exciting ingredient for functional foods, dietary supplements, and advanced health formulations.

Preparation Process: To prepare **3'-O-β-D-glucopyranosyl oleuropein**, follow these steps: 1. **Extract oleuropein** from olive leaves using methanol or ethanol, followed by purification via column chromatography. 2. **Protect hydroxyl groups** on oleuropein (except the 3'-OH) with acetyl or benzyl groups. 3. **Glycosylation**: React the protected oleuropein with peracetylated β-D-glucopyranosyl trichloroacetimidate in the presence of a Lewis acid (e.g., BF₃·Et₂O) to attach the glucose moiety at the 3'-position. 4. **Deprotection**: Remove protecting groups (e.g., via hydrolysis with NaOMe/MeOH for acetyl groups or hydrogenolysis for benzyl groups). 5. **Purify** the product using HPLC or column chromatography.

Usage Scenarios: 3'-O-β-D-glucopyranosyl oleuropein is a glycosylated derivative of oleuropein, a bioactive secoiridoid found in olives. It exhibits antioxidant, anti-inflammatory, and cardioprotective properties, contributing to the health benefits of olive-derived products. The compound may help reduce oxidative stress and inflammation, potentially lowering the risk of chronic diseases like cardiovascular disorders and diabetes. Its glucopyranosyl moiety enhances solubility and bioavailability, improving its therapeutic potential. Research suggests it may also support neuroprotection and metabolic regulation. Found in olive leaves and oil, it plays a role in traditional Mediterranean diets, offering nutraceutical and pharmacological applications in functional foods and supplements.

3'-O-β-D-glucopyranosyl oleuropein Basic Info

3'-O-β-D-glucopyranosyl oleuropein Price