Amentoflavone

SKU: orb1226047

Description

Amentoflavone can interact with many other medications by being a potent inhibitor of CYP3A4 and CYP2C9, which are proteins used for drug metabolism in the body, is an inhibitor of human cathepsin B. It has antimalarial activity in trials significant affinities towards the delta-1, kappa opioid receptors (as an antagonist) and binds to benzodiazepine receptors. Amentoflavone may be a potential lead for a new type of anti-inflammatory agents having dual inhibitory activity of group II phospholipase A2 and cyclooxygenase. Amentoflavone and quercetin differentially exerted supression of PGE2 biosynthesis via downregulation of COX-2/iNOS expression.

Key Properties

• CAS Number: 1617-53-4
• MW: 538.46
• Purity: >98% (HPLC)
• Formula: C₃₀H₁₈O₁₀
• SMILES: O=C1C=C(C2=CC=C(O)C=C2)OC3=C1C(O)=CC(O)=C3C4=CC(C5=CC(C6=C(O5)C=C(O)C=C6O)=O)=CC=C4O
• Target: COX
• Solubility: Soluble in Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone

Bioactivity

• In Vivo:
  Amentoflavone (25 mg/kg; p.o. ; once a day for 3 consecutive days) shows neuroprotective role in epilepsy via anti-inflammatory effects in mouse. Animal model: 5-6 weeks, 28-32 g, kunming mice. Dosage: 25 mg/kg. Administration: p.o. ; once a day for 3 consecutive days. Result: Inhibited activation and nuclear translocation of NF-κB subunits p65, decreased IL-6 and IL-1β production and significantly decreased NO and prostaglandin E2 production.
• In Vitro:
  Amentoflavone (1-60 μM) inhibits the production of nitric oxide in a concentration-dependent manner in RAW 264.7 cells. Amentoflavone (50-200 μM) inhibits the viability of U-87 MG cells with IC50 value of 100 μM at 48 h. Amentoflavone (0, 50, 100 μM; 48 h) induces apoptosis and cell cycle arrest at sub-G1 phase. Amentoflavone (0, 50, 100 μM; 48 h) inhibits NF-kB activation and decreases the expression of MCL1 and C-FLIP protein in U-87 MG cells. Amentoflavone (0-32 μg/ml) shows antibacterial activity with MICs of 8, 4, 32, 8, 16, 8 μg/ml for E. faecium ATCC 19434, S. aureus ATCC 25923, S. mutans ATCC 3065, E. coli O-157 ATCC 25922, E. coli ATCC 43895, P. aeruginosa ATCC 27853, respectively. Cell Viability Assay Cell line: U-87 MG cells. Concentration: 0, 50, 75, 100, 200 μM. Incubation time: 48 h. Result: Significantly inhibited the viability of U-87 MG cells by 23-71% with an IC50 value of 100 μM at 48 h. Apoptosis Analysis. Cell line: U-87 MG cells. Concentration: 0, 50, 100 μM. Incubation time: 48 h. Result: Significantly induced the accumulation of cells in the sub-G1 population and increased the level of active caspase-3 by 14-52% and 24-42%, respectively, and significantly triggered the loss of Ψm and the expression of active caspase-8 by 23-53% and 25-50%, respectively. Western blot analysis. Cell line: U-87 MG cells. Concentration: 0, 50, 100 μM. Incubation time: 48 h. Result: Significantly reduced NF-κB activation in a dose-dependent manner by 25-87% and reduced protein expression of MCL1 and C-FLIP by 50-80% and 38-57%, respectively.

Storage & Handling

• Storage: Storage temperature: -20°C. Stability: ≥ 2 years
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Didemethyl Ginkgetin | NSC 295677

Quick Database Links

Gene Symbol

COX