Дигидрохелеритрин

Identification

Dihydrochelerythrine (12,13-dihydrochelerythrine; English Dihydrochelerythrine, CAS 6880-91-7) is a benzophenanthridine alkaloid, a saturation product of the double bond of chelerythrine, an alkaloid of the poppy family. Chemical formula C21H19NO4. The supplier's input dump for this product is empty - the information below is collected from open sources by CAS number and English name.

Molecular parameters

Molecular weight calculated using the gross formula C21H19NO4: approximately 349.4 g/mol. It was not possible to find direct measured values ​​of the exact mass, EC number, PSA and XLogP3 in open sources available without a subscription - these parameters are not given so as not to present the assessment as a confirmed fact.

Physico-chemical properties

Verified data on density, melting, boiling and flash points, refractive index were not found in open sources. They should not be included in the description until the values ​​are confirmed by measurements.

Scope of application

Dihydrochelerythrin is isolated from the plant Bocconia arborea (poppy family) and, according to published data, has diverse biological activities. Antimicrobial action is shown against Staphylococcus aureus, Streptococcus faecalis and Candida albicans (MIC 1.87 μg/ml for all three test cultures), as well as against trypanosomes, leishmania, Botrytis and Erysiphe pathogens and a number of gram-positive and gram-negative bacteria. Antiviral activity consists of suppressing the secretion of surface and e-antigens of the hepatitis B virus (HBsAg, HBeAg) by HepG2 2.2.15 cells, IC50 less than 0.05 µM for both antigens. Cytotoxic effects have been demonstrated against HCT8 colon cancer, BGC-823 gastric cancer, and A2780 ovarian cancer cell lines (IC50 1.4, 0.4, and 3.5 μM, respectively); in leukemia cells, the substance causes a loss of mitochondrial membrane potential, which leads to apoptosis and necrosis. It is used as an object for pharmacological studies of the antimicrobial, antiviral and antitumor properties of benzophenanthridine alkaloids. Chelerythrine and its dihydro derivative are members of the benzophenanthridine alkaloids of poppy, the same structural group as sanguinarine, widely studied for its antiseptic properties; saturation of the bond at position 12,13 changes the planarity of the aromatic system and, apparently, determines the differences in the spectrum of biological activity of the dihydroform from the original chelerythrine.

Security and storage

Hazard classification data, GHS labeling and transport codes were not found in open sources - commercial supplies of this alkaloid are limited to a narrow range of research reagents. As an alkaloid of plant origin, dihydrochelerythrine should be stored in an airtight container, in a cool, dry place, protected from light, away from oxidizing agents and acids; When working with powder, use gloves and respiratory protection, avoid ingestion and inhalation of dust. Due to the lack of data on hazard classification, it is recommended to apply a conservative handling approach to the substance, which is typical for alkaloids with an insufficiently studied toxicity profile.