Эризенегалензеин Е

Description

Erysenegalensein E is a prenylated flavonoid (isoflavonoid) from the genus Erythrina, legume family; described in Erythrina senegalensis and related species, including Erythrina indica. One of the group of “erisenegalensein” compounds, among which erizenegalensein E and erizenegalensein M are the only ones that have been studied for antitumor activity and have shown a cytotoxic effect. Plants of the genus Erythrina are traditionally used in folk medicine in various regions of Africa and Asia, and systematic phytochemical study of their bark has led to the identification of a number of related prenylated isoflavonoids, including this compound.

Basic Attributes

• CAS No: 154992-17-3
• Chemical formula: C25H26O6
• Molecular Weight: 422.477
• Exact weight: 422.173
• PSA specification: 107
• XLogP3: 5.5

Physico-chemical characteristics

• Density: 1.298±0.06 g/cm3 (predicted)
• Boiling point: 667.4±55.0 °C (predicted)

Biological activity

Erisenegalensein E has antitumor, anti-infective properties, acts as a modulator of estrogen receptors and exhibits antioxidant activity. Inhibition of protein synthesis and proliferation of cancer cells, inhibition of HIV replication in vitro, and induction of apoptosis of leukemia cells have been shown. Antibacterial activity against Staphylococcus aureus and Helicobacter pylori, and an inhibitory effect against Candida albicans and Trichomonas vaginalis isolates at concentrations that do not affect normal human cells have also been described. Such a broad spectrum of action is typical for prenylated isoflavonoids of the genus Erythrina and is associated by researchers with their ability to be incorporated into the lipid membranes of target cells due to the high lipophilicity of the molecule.

Scope of application

The compound is supplied as a phytochemical reference standard for studies of the antitumor, antimicrobial and antiparasitic activities of Erythrina isoflavonoids. The high XLogP3 value (5.5) indicates the pronounced lipophilicity of the molecule, typical of prenylated flavonoids, which facilitates penetration through cell membranes and correlates with the wide range of reported biological activities. The molecule is used in phytochemistry laboratories as a standard in developing methods for the extraction and purification of isoflavonoids from the bark and roots of plants of the genus Erythrina, as well as in validating HPLC and LC-MS methods for the quantitative analysis of such compounds in plant materials.

Storage and handling

Store in the form of a dry powder, in an airtight container, in a cool, dry place, protected from light - the phenolic and prenyl fragments of the molecule oxidize in air and are destroyed under the influence of UV radiation. Work using standard personal protective equipment for laboratory technicians - gloves, safety glasses, avoid inhalation of dust, since detailed data on the acute toxicity of the substance have not been published. It is recommended to store small packages of the reagent at a reduced temperature to maintain the chemical stability of the sample.