Бруссонин А

Description

Broussonine A is a phenolic compound of the diphenylpropane class, an isomer of Broussonine B, isolated from the bark of the trunks of Broussonetia kanzinoki (paper mulberry, mulberry family). The structure is 2-[3-(4-hydroxyphenyl)propyl]-5-methoxyphenol.

Basic Attributes

• CAS No: 73731-87-0
• Chemical formula: C16H18O3
• Molecular Weight: 258.31232
• Exact weight: 258.31
• PSA Specifications: 49.69000
• XLogP3: 3.65

Physico-chemical characteristics

• Density: 1.2±0.1 g/cm3
• Boiling point: 439.5±35.0 °C at 760 mm Hg. Art.
• Flash point: 219.6±25.9°C
• Refractive index: 1,600

Scope of application

For brussonine A, three directions of activity are described in the scientific literature. First, together with brussonin B, there is an antiangiogenic effect: blockade of the VEGFR-2 signaling pathway and reduction in the expression of integrin β1, which inhibits the proliferation, migration and invasion of non-small cell lung cancer and ovarian cancer cells. Secondly, estrogenic activity: the substance binds to estrogen receptors and activates the transcription of estrogen-dependent genes, which is considered as a potentially useful property in the treatment of menopausal symptoms. Third, like related compounds of the same plant, it contributes to the overall antioxidant, anti-inflammatory, antitumor, antiallergic, and antidiabetic activities of Broussonetia kazinoki extracts. The substance has no industrial large-scale use; it is used as an object of pharmacological research and a reference standard.

Substance class and origin

Broussonetia diphenylpropanes are related to diarylheptanoids (similar structures are known from ginger and turmeric) and are synthesized by the plant via the mixed polyketide-phenylpropanoid pathway; their accumulation in the plant bark is associated with a protective (phytoalexin) function. Broussonin A in the bark is accompanied by the isomeric brussonin B and brussonin E: the compounds differ in the position of methoxy and hydroxy groups on the aromatic rings of the propane bridge with a similar molecular weight, which determines the difference in the physical properties and biological activity of each isomer.

Safety Information

The source data does not contain information on transport codes, hazard classes and GHS phrases for brussonine A - no public safety data sheet has been issued. When working with a little-studied organic compound, the general rules of laboratory hygiene apply: gloves, safety glasses, a fume hood, avoiding inhalation of dust and vapors.

Storage and transportation conditions

Store in an airtight container, in a cool, dry place away from light, away from oxidizing agents and strong acids/bases. No special transport markings have been established; it is transported as a laboratory reagent. Isolation and purification are carried out by sequential extraction of crushed plant bark with organic solvents with chromatographic separation of fractions.