Cynaroside

SKU: orb1223460

Description

Cynaroside is found in anise. Luteolin 7-glucoside is a constituent of the leaves of Capsicum annuum (red pepper). Cynaroside is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin and can be found in dandelion coffee, in Ferula varia and F. foetida in Campanula persicifolia and C. rotundifolia and in Cynara scolymus (artichoke).

Key Properties

• CAS Number: 5373-11-5
• MW: 448.38
• Purity: >98% (HPLC)
• Formula: C₂₁H₂₀O₁₁
• SMILES: C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
• Target: Others
• Solubility: DMSO:≥ 35 mg/mL 78.06 mM

Bioactivity

• In Vivo:
  Cynaroside (i.p.; 5 mg/kg) reduces binding of PKM2 to hypoxia-inducible factor-1α (HIF-1α) by abolishing translocation of PKM2 to the nucleus and promoting PKM2 tetramer formation, as well as suppressing phosphorylation of PKM2 at Y105. Animal model: Mice model of sepsis. Dosage: 5 mg/kg. Administration: Cynaroside (i.p.; 5 mg/kg). Result: Inhibited PKM2 dimer formation in liver of septic mice.
• In Vitro:
  Cynaroside promots macrophage phenotypic transition from pro-inflammatory M1 to anti-inflammatory M2, and mitigates sepsis-associated liver inflammatory damage. Cynaroside reduces binding of PKM2 to hypoxia-inducible factor-1α (HIF-1α) by abolishing translocation of PKM2 to the nucleus and promoting PKM2 tetramer formation, as well as suppressing phosphorylation of PKM2 at Y105 in vivo and in vitro. Cynaroside restores pyruvate kinase activity, inhibits glycolysis-related proteins including PFKFB3, HK2 and HIF-1α, and inhibits glycolysisrelated hyperacetylation of HMGB1 in septic liver. Cynaroside protects H9c2 cells against H2O2-induced apoptosis by decreasing ROS generation and inhibiting caspase activation in both the mitochondrial and death receptor pathways. Cynaroside maintains mitochondrial function by regulating Bcl-2 protein expression, as well as JNK and P53 expression. Western blot analysis. Cell line: RAW264.7 cell Concentration: 5 μM, 10 μM. Incubation time: 2 h. Result: Reduced expression levels of IL-1β, IL-6 and TNF-α and HMGB1, suppressed M1 polarized phenotype in RAW264.7 cells. Immunofluorescence Cell line: RAW264.7 cell Concentration: Incubation time: 4 h. Result: Decreased PKM2 nuclear translocation in hepatic macrophages of septic mice. RT-PCR Cell line: RAW264.7 cell Concentration: 2.5 μM, 5 μM, 10 μM Incubation time: Result: Increased increased expression levels of M2 markers Arg-1, IL-10 and CD206.Cell Viability Assay Cell line: H9c2 cells. Concentration: 25, 50, 100 μg/mL. Incubation time: 4 h. Result: Protected H9c2 cells from oxidative stress-induced cell injury. Apoptosis Analysis Cell line: H9c2 cells. Concentration: 25, 50, 100 μg/mL. Incubation time: 4 h. Result: Decreased H2O2-induced apoptosis in H9C2 cells.

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

Luteolin 7-glucoside | Luteolin 7-O-β-D-glucoside

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Gene Symbol

Others