Description

Danthron (1,8-dihydroxyanthraquinone), also known as chrysazin, is a naturally occurring anthraquinone derivative found in various plant species including Rheum (rhubarb), Cassia (senna), and Aloe species. BIORLAB offers high-purity danthron (≥98%) isolated through advanced extraction and purification technologies. This bioactive compound has been extensively studied for its laxative properties, antimicrobial activity, and potential anticancer effects, making it a valuable tool for pharmaceutical research and biological mechanism studies.

Technical Specifications

• Appearance: Orange-yellow to orange-red crystalline powder
• Purity: ≥98% (HPLC)
• Melting Point: 193-195°C
• UV Absorption: λmax at 287, 430 nm in methanol
• Solubility: Soluble in acetone, chloroform, dioxane, hot alcohol; sparingly soluble in benzene, ether; practically insoluble in water

IUPAC Name: 1,8-dihydroxyanthracene-9,10-dione

InChI: InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H

InChIKey: QBPFLULOKWLNNW-UHFFFAOYSA-N

Canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O

Isomeric SMILES: C1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=CC=C3O

Synonyms: danthron; 1,8-Dihydroxyanthraquinone; 117-10-2; Chrysazin; Dantron; Dorbane; Istizin; Antrapurol; …

Botanical Source:

Storage and Handling Requirements

• Store at -20°C in airtight containers
• Protect from light (photosensitive)
• Allow container to reach room temperature before opening
• Stock solutions can be prepared in DMSO or ethanol (10 mg/ml recommended)
• For maximum stability, store solutions at -20°C protected from light
• Avoid repeated freeze-thaw cycles
• Stable for 24 months when properly stored
• Working solutions should be prepared fresh
• Caution: Handle with appropriate protection; avoid skin contact and inhalation

Research Applications

Pharmaceutical Research

• Anticancer Studies: Demonstrates cytotoxic activity against various cancer cell lines via multiple mechanisms including topoisomerase inhibition
• Antimicrobial Investigations: Shows activity against various bacterial and fungal pathogens
• Gastrointestinal Research: Important model compound for studying intestinal motility and secretory mechanisms
• Anti-inflammatory Studies: Exhibits inhibitory effects on inflammatory mediators in specific models
• Structure-Activity Relationship Studies: Valuable scaffold for investigating anthraquinone pharmacophore properties

Biological Mechanism Research

• Apoptosis Pathway Studies: Important for investigating programmed cell death mechanisms
• DNA Topoisomerase Inhibition: Valuable for studying DNA replication and transcription
• Reactive Oxygen Species Generation: Critical for investigating oxidative stress mechanisms
• Melanogenesis Regulation: Important for understanding skin pigmentation control
• Ion Channel Modulation: Essential for understanding electrolyte secretion mechanisms in intestinal epithelium

Analytical and Chemical Research

• Chromatographic Analysis: Important reference standard for anthraquinone identification
• Fluorescence Studies: Valuable fluorophore for specific applications
• Chemical Synthesis: Important starting material for semi-synthetic derivatives
• Natural Product Chemistry: Essential for standardization of herbal preparations
• Material Science Applications: Valuable for specific colorimetric and sensor applications

Biological Activities

• Anticancer Effects: Demonstrates cytotoxicity against multiple cancer cell lines including HeLa, MCF-7, and HT-29 with IC50 values in the range of 10-50 μM
• DNA Topoisomerase Inhibition: Inhibits topoisomerase I and II activity, interfering with DNA replication
• Antimicrobial Activity: Shows moderate inhibitory effects against select Gram-positive bacteria
• Laxative Properties: Stimulates intestinal peristalsis and fluid secretion
• Melanogenesis Inhibition: Demonstrates effects on melanin production in melanocytes
• ROS Generation: Induces oxidative stress in various cell models

Source and Extraction

• Naturally present in Rheum species (rhubarb), Cassia species (senna), and certain Aloe species
• Commercially also available through synthetic routes
• Natural extraction performed using environmentally responsible solvent systems
• Purified through multi-stage chromatographic processes
• Structure confirmed through comprehensive spectroscopic analysis
• Standardized protocols ensuring batch consistency

Quality Assurance

BIORLAB’s danthron undergoes:

• Comprehensive HPLC analysis for purity determination (≥98%)
• Structure verification by 1H and 13C NMR spectroscopy
• Mass spectrometry confirmation
• UV-Vis spectral characterization
• Water content analysis
• Residual solvent screening
• Microbial contamination testing
• Certificate of Analysis with batch-specific data

Research Value

• Reference Standard: Essential for analytical method development and phytochemical profiling
• Lead Compound: Valuable scaffold for structure-activity relationship studies and drug development
• Biomarker: Important for quality control of botanical extracts containing anthraquinones
• Biological Probe: Useful tool for investigating specific cellular mechanisms and pathways

Technical Support Services

• Method development assistance
• Analytical reference standard
• Custom purification options
• Bulk quantities available
• Technical consultation

For research use only. Not for human consumption, diagnostic or clinical use. All BIORLAB natural compounds are intended solely for laboratory research applications.

For detailed specifications, bulk quantities, or technical support, please contact BIORLAB’s scientific team.