Тайваньгомофлавон B

Description

Taiwan homoflavone B is a C-methylated biflavone isolated from the branches of Wilson's capitol Cephalotaxus wilsoniana. Biflavones are dimers of two flavonoid units linked by a direct carbon-carbon or ester bond; in this case, one of the units additionally carries a methyl group at the carbon atom of the ring, which is reflected in the name. The structure was determined by spectroscopic methods; the compound was described in 2002 in the Chemical & Pharmaceutical Bulletin.

Basic Attributes

• CAS No: 509077-91-2
• Chemical formula: C32H24O10
• Molecular Weight: 568.52696
• Exact weight: 568.137
• PSA Specifications: 152
• XLogP3: 5.7

Isolation and related compounds

The compound is obtained from an ethanol extract of Cephalotaxus wilsoniana. Along with it, 7,4',7''-tri-O-methylamenthoflavone, 6-C-methylnaringenin and apigenin-7-O-β-glucoside were isolated from the same raw material - a set characteristic of the biflavonoid profile of the genus Cephalotaxus.

Biological activity

Taiwanhomoflavone B is cytotoxic. ED50 values ​​obtained:

• 3.8 μg/ml against KB cells - oral squamous cell carcinoma
• 3.5 µg/ml against Hepa-3B cells - hepatomas

What follows from the molecular characteristics

The polar surface is 152 with a lipophilicity of XLogP3 of 5.7 - a combination typical of biflavonoids: the dimeric structure doubles both the number of polar hydroxyl and carbonyl groups and the total hydrocarbon volume. The practical result is poor solubility in both water and non-polar solvents; The working medium for such compounds is dimethyl sulfoxide or a mixture of alcohols and water. The molecular weight of 568 with a PSA value of 152 goes beyond the classical criteria for oral bioavailability, which is taken into account when planning biological experiments.

Scope of application

• reference substance in the phytochemical study of biflavonoids of the genus Cephalotaxus
• standard for chromatographic methods for determining biflavones in plant materials
• object of preclinical studies of cytotoxic activity

Storage and handling

The card contains only molecular characteristics: melting point, solubility, density, refractive index, GHS classification, labels, transport codes and toxicity data. All these items are taken from the safety data sheet and the batch analysis certificate. Polyphenolic compounds oxidize in air and are destroyed by light, so the product is stored in a dark glass container, tightly closed, in a cool place; solutions are prepared before use. Carry out work under a hood, wearing gloves and safety glasses; Taking into account cytotoxicity, access is limited, waste is collected separately.