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6880-91-7

6880-91-7 structure
6880-91-7 structure
  • Name: Dihydrochelerythrine
  • Chemical Name: 1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
  • CAS Number: 6880-91-7
  • Molecular Formula: C21H19NO4
  • Molecular Weight: 349.380
  • Catalog: Natural product Alkaloid
  • Create Date: 2018-04-26 08:00:00
  • Modify Date: 2024-01-02 16:48:35
  • Dihydrochelerythrine is a natural compound isolated from the leaves of Macleaya microcarpa; has antifungal activity.IC50 value:Target: in vitro: Dihydrochelerythrine showed the highest antifungal activity against B. cinerea Pers, with 98.32% mycelial growth inhibition at 50 μg/mL. Dihydrochelerythrine inhibited spore germination in vitro in a concentration-dependent manner [1]. Dihydrochelerythrine appeared to be less cytotoxic since the viability of cells exposed to 20 microM dihydrochelerythrine for 24h was reduced only to 53%. A dose-dependent induction of apoptosis and necrosis by chelerythrine and dihydrochelerythrine was confirmed by annexin V/propidium iodide dual staining flow cytometry [2]. Dihydrochelerythrine (4) exhibited strong activity against methicillin-resistant Staphylococcus aureus SK1 and moderate activity against Escherichia coli TISTR 780 with MIC values of 8 and 16 μg/mL, respectively [3].

Name 1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridine
Synonyms bocconoline
[1,3]Benzodioxolo[5,6-c]phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl-
Dihydrochelerythrine
(1,3)Benzodioxolo(5,6-c)phenanthridine, 12,13-dihydro-1,2-dimethoxy-12-methyl-
5,6-dihydrochelerythrine
12,13-dihydrochelerythrine
1,2-Dimethoxy-12-methyl-12,13-dihydro[1,3]benzodioxolo[5,6-c]phenanthridine
Description Dihydrochelerythrine is a natural compound isolated from the leaves of Macleaya microcarpa; has antifungal activity.IC50 value:Target: in vitro: Dihydrochelerythrine showed the highest antifungal activity against B. cinerea Pers, with 98.32% mycelial growth inhibition at 50 μg/mL. Dihydrochelerythrine inhibited spore germination in vitro in a concentration-dependent manner [1]. Dihydrochelerythrine appeared to be less cytotoxic since the viability of cells exposed to 20 microM dihydrochelerythrine for 24h was reduced only to 53%. A dose-dependent induction of apoptosis and necrosis by chelerythrine and dihydrochelerythrine was confirmed by annexin V/propidium iodide dual staining flow cytometry [2]. Dihydrochelerythrine (4) exhibited strong activity against methicillin-resistant Staphylococcus aureus SK1 and moderate activity against Escherichia coli TISTR 780 with MIC values of 8 and 16 μg/mL, respectively [3].
Related Catalog
References

[1]. Feng G, et al. Inhibitory activity of dihydrosanguinarine and dihydrochelerythrine against phytopathogenic fungi. Nat Prod Res. 2011 Jul;25(11):1082-9.

[2]. Vrba J, et al. Chelerythrine and dihydrochelerythrine induce G1 phase arrest and bimodal cell death in human leukemia HL-60 cells. Toxicol In Vitro. 2008 Jun;22(4):1008-17.

[3]. Tantapakul C, et al. Antibacterial compounds from Zanthoxylum rhetsa. Arch Pharm Res. 2012 Jul;35(7):1139-42.

Density 1.3±0.1 g/cm3
Boiling Point 565.9±50.0 °C at 760 mmHg
Molecular Formula C21H19NO4
Molecular Weight 349.380
Flash Point 171.6±27.3 °C
Exact Mass 349.131409
PSA 40.16000
LogP 4.56
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.657
Storage condition 2-8℃
HS Code 2933990090
HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%