Dihydrochelerythrine Chemical Properties

Melting point:

164-165 °C

Boiling point:

565.9±50.0 °C(Predicted)

Density 

1.291±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO : 50 mg/mL (143.11 mM; Need ultrasonic and warming)

form 

Powder

pka

2.36±0.20(Predicted)

color 

White to off-white

Dihydrochelerythrine Usage And Synthesis

Description

Dihydrochelerythrine is a benzophenanthridine alkaloid that has been found in Bocconia arborea and has diverse biological activities. It is active against S. aureus, S. faecalis, and C. albicans (MIC = 1.87 μg/ml for all). Dihydrochelerythrine inhibits secretion of the hepatitis B virus (HBV) antigens HBsAg and HBeAg from HepG2 2.2.15 cells (IC₅₀s = <0.05 μM for both). It is cytotoxic to HCT8, BGC-823, and A2780 cancer cells (IC₅₀s = 1.4, 0.4, and 3.5 μM, respectively).

Chemical Properties

Free dihydrochelerythrine crystals are insoluble in water, slightly soluble in methanol, and readily soluble in chloroform and dichloromethane. Dihydrochelerythrine is slowly and directly converted to chelerythrine in polar deuterium-substituting reagents (e.g., DMSO-d6 and MeOD), and in low-polarity deuterium-substituting reagents (e.g., CD2Cl2), it produces pseudo-bases and dimer intermediates, which are eventually oxidized to chelerythrine oxide.

Uses

Dihydrochelerythrine is synthesized as a potential G-quadrulpex DNA stabilizing agent. It is used in phamacokinetic study of chelerythrine metabolites in agro-products.

Definition

ChEBI: Dihydrochelerythrine is a benzophenanthridine alkaloid.

References

[1] VICTOR NAVARRO  Guillermo D. Two antimicrobial alkaloids from Bocconia arborea[J]. Journal of ethnopharmacology, 1999, 66 2: Pages 223-226. DOI: 10.1016/s0378-8741(98)00182-2
[2] YING-RUI WU. Two new quaternary alkaloids and anti-hepatitis B virus active constituents from Corydalis saxicola.[J]. Planta medica, 2007, 73 8: 787-791. DOI: 10.1055/s-2007-981549
[3] AN-JUN DENG  Hai lin Q. Cytotoxic dihydrobenzophenanthridine alkaloids from the roots of Macleaya microcarpa[J]. Phytochemistry, 2010, 71 7: Pages 816-822. DOI: 10.1016/j.phytochem.2010.02.007

Dihydrochelerythrine(6880-91-7)Related Product Information

• Ethoxysanguinarine
• Sophocarpine
• DIHYDROSANGUINARINE
• 6-Methoxydihydrosanguinarine
• angoline
• ALLOCRYPTOPINE
• 6-Methoxyldihydrochelerythrine chloride
• Kalopanaxsaponin G
• Glomeratose A
• Pinocembrin 7-O-beta-D-glucoside
• chrysosplenetin B
• Norchelerythrine
• CHELERYTHRINE CHLORIDE
• Phenanthridine
• Chelerythrine