Diosgenin-3-O-rhamnosyl(1-2)[glucosyl(1-6)]glucoside 98% Purity Steroidal Saponin Reference Standard for Natural Product Analysis and Anti-inflammator

Product Overview

Diosgenin-3-O-rhamnosyl(1-2)[glucosyl(1-6)]glucoside (CAS 1072072-37-7) is a high‑purity steroidal saponin reference standard featuring diosgenin as the aglycone with a branched trisaccharide chain attached at the 3‑position. The molecular formula is C₃₉H₆₂O₁₆ with a molecular weight of 762.92 g/mol. The sugar chain consists of three monosaccharide units arranged in a branched structure: rhamnose-(1→2)-[glucose-(1→6)]-glucose. Diosgenin is a well‑known steroidal sapogenin widely distributed in the Dioscoreaceae family, particularly in yam species, and serves as a key precursor for the semi‑synthesis of steroidal hormones including progesterone, corticosteroids, and sex hormones. This compound is found in various plant species and exhibits diverse biological activities including anti‑inflammatory, antitumor, and cardiovascular protective effects. As a research‑grade reference standard, it is essential for the identification and quantification of steroidal saponins in plant extracts and herbal products using HPLC‑DAD and UPLC‑MS/MS methods.

Synthetic Process / Isolation Method

This compound is typically isolated from plant sources such as Dioscorea species or Paris polyphylla through a series of extraction and chromatographic purification steps:

• Extraction: Dried plant materials (such as yam rhizomes or Paris roots) are extracted with aqueous ethanol or methanol under reflux.

• Partitioning: The crude extract is subjected to liquid‑liquid partitioning with n‑butanol to concentrate the saponin fraction.

• Column Chromatography: The enriched fraction undergoes repeated column chromatography using silica gel, macroporous resin, 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, 2D‑NMR (COSY, HMBC, HSQC), and high‑resolution mass spectrometry.

Mechanism of Action

As a steroidal saponin, diosgenin-3-O-rhamnosyl(1-2)[glucosyl(1-6)]glucoside exerts its biological activities through multiple mechanisms:

• Anti‑inflammatory Activity: Modulates inflammatory signaling pathways including NF‑κB and MAPK, reducing the production of pro‑inflammatory cytokines such as TNF‑α, IL‑1β, and IL‑6.

• Antitumor Activity: Induces apoptosis in cancer cells through the activation of caspase‑dependent pathways and modulation of mitochondrial membrane potential. Diosgenin derivatives have shown cytotoxic effects against various human cancer cell lines.

• Cardiovascular Protection: Improves endothelial function, reduces oxidative stress, and exhibits lipid‑lowering properties.

• Hormonal Precursor: Diosgenin serves as a key starting material for the semi‑synthesis of steroidal drugs, making its glycosylated derivatives important research tools.

Quality Specifications

Our Diosgenin-3-O-rhamnosyl(1-2)[glucosyl(1-6)]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: 2mg, 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.

Our company is committed to making every effort to provide ideal chemical products to potential customers worldwide, including but not limited to: organic/inorganic reagents, biological reagents, plant extracts, pharmaceutical intermediates, active pharmaceutical ingredients (APIs), reference standards, reference substances, peptides, and more. Meanwhile, we have established long-term and stable cooperative relationships with university laboratories and off-campus research institutions, enabling us to offer tailored product services based on customers' actual needs.

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.

To date, our products have been exported to developed countries such as the United States, Australia, Canada, Mexico, as well as EU member states including France, Germany, and many other countries and regions such as Nigeria, Ghana, Southeast Asia, and other parts of Asia. Our product quality and services have consistently received high praise.

Looking ahead, our company will continue to serve as a bridge connecting China and the world, delivering high-quality products and services to global customers.