Description

Brazilin is a natural neoflavonoid chromophore isolated from the heartwood of Caesalpinia sappan (Sappan wood) and Caesalpinia echinata (Brazil wood). BIORLAB offers high-purity brazilin (≥98%) obtained through advanced extraction and purification technologies. This bioactive compound with its unique chemical structure serves as a valuable research tool for pharmaceutical development, natural colorant applications, and biomedical investigations.

Technical Specifications

• Appearance: Orange-red crystalline powder
• Purity: ≥98% (HPLC)
• Melting Point: 145°C (decomposes)
• Optical Rotation: [α]D20 +85° (c 0.5, methanol)
• UV Absorption: λmax at 285 nm in methanol
• Color Change: Colorless in acidic solutions, turning red in alkaline conditions
• Solubility: Readily soluble in hot water, ethanol, methanol; poorly soluble in chloroform and non-polar solvents

IUPAC Name: (6aS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol

InChI: InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1

InChIKey: UWHUTZOCTZJUKC-JKSUJKDBSA-N

Canonical SMILES: C1C2=CC(=C(C=C2C3C1(COC4=C3C=CC(=C4)O)O)O)O

Isomeric SMILES: C1C2=CC(=C(C=C2[C@H]3[C@@]1(COC4=C3C=CC(=C4)O)O)O)O

Synonyms: Brazilin; 474-07-7; Brasilin; Braziletto; Natural Red 24; Superbresiline; (+)-BRAZILIN; BRASILINE; …

Botanical Source: Caesalpinia sap pan L.

Storage and Handling Requirements

• Store at -20°C in airtight containers
• Protect from light and moisture
• Allow container to reach room temperature before opening
• Stock solutions can be prepared in water, methanol, or ethanol
• Solutions should be stored at -20°C and protected from light
• Avoid repeated freeze-thaw cycles
• Sensitive to oxidation – handle in oxygen-reduced environment when possible
• Stable for 18 months when properly stored

Research Applications

Pharmaceutical Research

• Anti-inflammatory Studies: Demonstrates significant inhibitory effects on pro-inflammatory cytokines (TNF-α, IL-1β, IL-6) and inflammatory mediators (NO, PGE2)
• Antioxidant Investigations: Exhibits potent free radical scavenging activity and protection against oxidative damage
• Neuroprotection Research: Shows potential for protecting neuronal cells against oxidative stress and inflammatory damage
• Antimicrobial Development: Displays activity against various bacterial strains, particularly Gram-positive bacteria
• Anticancer Mechanisms: Demonstrates antiproliferative effects in various cancer cell lines through multiple mechanisms including cell cycle arrest and apoptosis induction

Biotechnology Applications

• Natural Dye Research: Essential for developing eco-friendly colorants for textiles, foods, and cosmetics
• pH Indicator Studies: Valuable for investigating natural pH-sensitive indicators for analytical applications
• Histological Staining Development: Important for research on natural alternatives to synthetic histological stains
• Biosensor Development: Useful for investigating natural chromophores in biosensing applications

Medicinal Chemistry

• Structure-Activity Relationship Studies: Critical for understanding the relationship between neoflavonoid structure and biological activity
• Lead Compound Optimization: Valuable scaffold for developing synthetic derivatives with enhanced bioactivity
• Natural Product Chemistry: Essential reference standard for phytochemical and metabolomic studies
• Medicinal Plant Research: Important for scientific validation of traditional uses of Sappan wood in various healing systems

Biological Activities

• Anti-inflammatory Effects: Inhibits NF-κB activation and MAPK signaling pathways
• Antioxidant Capacity: Demonstrates DPPH radical scavenging with IC50 values of 5-10 μM
• NO Production Inhibition: Reduces NO production in LPS-stimulated macrophages (IC50: 12-15 μM)
• Antiplatelet Activity: Inhibits platelet aggregation through multiple mechanisms
• Antibacterial Properties: Shows activity against various bacterial strains with MIC values of 50-200 μg/ml
• Enzyme Inhibition: Modulates activity of key enzymes including xanthine oxidase and lipoxygenase

Source and Extraction

• Primarily isolated from Caesalpinia sappan (Sappan wood) heartwood
• Also found in Caesalpinia echinata (Brazil wood)
• Extracted using environmentally responsible processes
• Purified through multi-stage chromatographic techniques
• Structure verified by comprehensive spectroscopic analysis

Quality Assurance

BIORLAB’s brazilin undergoes:

• Rigorous HPLC analysis (purity ≥98%)
• Structure confirmation by 1H and 13C NMR spectroscopy
• Mass spectrometry verification
• UV-Vis spectral analysis
• Stereochemical configuration confirmation
• Comprehensive stability testing
• Batch-specific Certificate of Analysis

Historical Context

• Traditional use in East Asian medicine for over 2,000 years
• Historically important as a red textile dye in Asia and Europe
• Used in traditional Chinese medicine for promoting blood circulation
• Employed in traditional Indonesian medicine (Jamu) for various ailments
• Historical importance as one of the first natural dyes traded globally

Technical Support Services

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

For research and development purposes only. Not for human consumption or clinical use. All BIORLAB products are intended solely for laboratory research applications.

For detailed specifications, bulk quantities, or custom requirements, please contact BIORLAB’s scientific team.