Phenylpropanoid Glycoside Reference Standard for Natural Product Analysis and Bioactivity Research CAS 903519-86-8 Research Grade Compound

Product Overview

Methoxyeugenol 4-O-rhamnosyl(1→2)glucoside (CAS 903519-86-8) is a high‑purity phenylpropanoid glycoside reference standard featuring methoxyeugenol as the aglycone with a disaccharide chain (rhamnose-glucose) attached at the 4‑position. The molecular formula is C₂₂H₃₂O₁₁ with a molecular weight of 456.49 g/mol. Methoxyeugenol is a naturally occurring phenylpropanoid compound found in various essential oils and plant species, known for its antimicrobial, antioxidant, and anti‑inflammatory properties. The glycosylation at the 4‑position enhances the compound‘s water solubility and stability. This compound is naturally found in various plant species and has been studied for its diverse biological activities. As a reference standard, it is valuable for the identification and quantification of phenylpropanoid glycosides in plant extracts and herbal products using HPLC‑DAD and UPLC‑MS/MS methods.

Synthetic Process / Isolation Method

This compound is typically isolated from natural plant sources through a series of extraction and chromatographic purification steps:

• Extraction: Dried plant materials (such as leaves, stems, or roots) are extracted with aqueous ethanol or methanol.

• Partitioning: The crude extract is subjected to liquid‑liquid partitioning with ethyl acetate or n‑butanol to concentrate the glycoside fraction.

• Column Chromatography: The enriched fraction undergoes repeated column chromatography using silica gel, polyamide, or Sephadex LH‑20, eluting with gradient solvent systems such as chloroform‑methanol‑water.

• Preparative HPLC: Final purification is achieved using preparative HPLC with a C18 reversed‑phase column.

• Recrystallization: The purified compound is recrystallized to achieve ≥98% purity.

• Quality Confirmation: The final product is rigorously characterized by HPLC‑PDA, ¹H‑NMR, ¹³C‑NMR, and high‑resolution mass spectrometry.

Mechanism of Action

As a phenylpropanoid glycoside, methoxyeugenol 4-O-rhamnosyl(1→2)glucoside exerts its biological activities through multiple mechanisms:

• Antioxidant Activity: The phenolic hydroxyl groups effectively scavenge free radicals, protecting cells from oxidative stress.

• Anti‑inflammatory Activity: Modulates inflammatory signaling pathways, reducing the production of pro‑inflammatory cytokines.

• Antimicrobial Activity: Exhibits inhibitory effects against certain bacterial and fungal strains.

• Neuroprotective Effects: May protect neuronal cells from oxidative damage and have therapeutic potential in neurodegenerative diseases.

Quality Specifications

Our Methoxyeugenol 4-O-rhamnosyl(1→2)glucoside is manufactured under strict quality control conditions: - Purity: ≥98.0% determined by HPLC - Identity confirmed by NMR and mass spectrometry - Water content: ≤1.0% - Heavy metals: ≤20 ppm - Each batch accompanied by comprehensive Certificate of Analysis (COA) - Stable for 24 months when stored at 2‑8°C in sealed containers protected from light and moisture

Packaging & Shipping

We offer flexible packaging options to meet diverse customer needs: - Research quantities: 5mg, 10mg amber glass vials with PTFE‑lined caps, purged with inert gas - Bulk quantities: Available upon request - Custom packaging available upon request - Shipped at ambient temperature for routine orders - Cold chain shipping available upon request for temperature‑sensitive orders - International shipping available with proper documentation

Jinan Topfull Chemical Co., Ltd. is an international company rooted in China, specializing in the export of chemical products.

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We currently support customized services for most product categories, with supply quantities ranging from milligram (mg), gram (g) to kilogram (kg) levels, as well as wholesale. Product purity covers the full spectrum from 90% to 99.9%, providing customers with one-stop convenient services.

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