1. NF-κB Immunology/Inflammation Apoptosis
  2. Keap1-Nrf2 NO Synthase TNF Receptor Interleukin Related
  3. 4,5-Dehydro-6-oxoallosecurinine

4,5-Dehydro-6-oxoallosecurinine is a Keap1-Nrf2 pathway activator. 4,5-Dehydro-6-oxoallosecurinine promotes the nuclear translocation of Keap1-Nrf2, and induces the expression of antioxidant and cytoprotective genes. 4,5-Dehydro-6-oxoallosecurinine reduces the production of NO, and decreases the levels of iNOS, TNF-α, IL-6 and IL-1β in LPS-stimulated microglia. 4,5-Dehydro-6-oxoallosecurinine can be used for the research of neurodegenerative diseases.

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4,5-Dehydro-6-oxoallosecurinine

4,5-Dehydro-6-oxoallosecurinine Chemical Structure

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Description

4,5-Dehydro-6-oxoallosecurinine is a Keap1-Nrf2 pathway activator. 4,5-Dehydro-6-oxoallosecurinine promotes the nuclear translocation of Keap1-Nrf2, and induces the expression of antioxidant and cytoprotective genes. 4,5-Dehydro-6-oxoallosecurinine reduces the production of NO, and decreases the levels of iNOS, TNF-α, IL-6 and IL-1β in LPS-stimulated microglia. 4,5-Dehydro-6-oxoallosecurinine can be used for the research of neurodegenerative diseases[1].

In Vitro

4,5-Dehydro-6-oxoallosecurinine (Compound 7) (0.01-10 μM; 6 h) potently activates the nuclear translocation of Keap1-Nrf2 in genetically engineered U2OS cells, with an EC50 of 697.8 nM[1].
4,5-Dehydro-6-oxoallosecurinine (0.01-1 μM; 3 h) induces concentration-dependent nuclear translocation and whole-cell accumulation of Nrf2 in BV-2 microglia after 3 h of treatment[1].
4,5-Dehydro-6-oxoallosecurinine (0.1-1 μM; 6 h) induces concentration-dependent upregulation of Nrf2-dependent antioxidant and cytoprotective genes in BV-2 microglia[1].
Treatment of BV-2 microglial cells with 4,5-Dehydro-6-oxoallosecurinine (0.01-1 μM) for 12 h induces concentration-dependent upregulation of the Nrf2-dependent antioxidant proteins HO-1 and GCLM[1].
4,5-Dehydro-6-oxoallosecurinine (pretreatment for 6 h followed by LPS stimulation for 24 h, 0.03-1 μM) inhibits nitric oxide production in LPS-activated BV-2 microglia[1].
4,5-Dehydro-6-oxoallosecurinine (0.03-1 μM; pre-incubated for 6 h prior to LPS stimulation) concentration-dependently inhibits LPS-induced iNOS mRNA and protein expression in BV-2 microglia[1].
4,5-Dehydro-6-oxoallosecurinine (pre-incubated for 6 h followed by LPS stimulation) concentration-dependently inhibits the mRNA and protein expression of pro-inflammatory cytokines (TNF-α, IL-6, IL-1β) in LPS-induced BV-2 microglia[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Western Blot Analysis[1]

Cell Line: BV-2 microglial cells
Concentration: 0.01, 0.03, 0.1, 0.3, 1, 3, and 10 μM
Incubation Time: 3 h
Result: Induced concentration-dependent accumulation of Nrf2 protein in nuclear fractions, with significant increases (relative to vehicle control) observed at 0.3 μM and 1 μM (8- and 4-fold increases, respectively).
Induced concentration-dependent accumulation of Nrf2 protein in whole-cell lysates, with significant increases at 0.1, 0.3, and 1 μM (2-, 3-, and 8-fold increases, respectively).

Real Time qPCR[1]

Cell Line: BV-2 microglial cells
Concentration: 0.1, 0.3, 1 μM
Incubation Time: 6 h
Result: Induced concentration-dependent upregulation of all tested Nrf2 target genes: Hmox1 (1.5-, 2.5-, 6-fold increases, respectively), Gclm (1.2-, 2-, 3.2-fold increases, respectively), Gclc (1.1-, 1.5-, 1.8-fold increases, respectively), Nqo1 (1.5-, 2.5-, 5.5-fold increases, respectively), Osgin1 (1.1-, 1.5-, 2.2-fold increases, respectively), Srxn1 (1.2-, 2-, 3.5-fold increases, respectively), Slc7a11 (1.5-, 3.5-, 7-fold increases, respectively), and Txnrd1 (0.8-, 1.3-, 2.5-fold increases, respectively).
Showed statistically significant increases from 0.1 or 0.3 μM relative to vehicle control.

Western Blot Analysis[1]

Cell Line: BV-2 microglial cells
Concentration: 0.01, 0.03, 0.1, 0.3, 1, 3, and 10 μM
Incubation Time: 12 h
Result: Induced concentration-dependent increases in HO-1 and GCLM protein levels.
Increased HO-1 protein levels significantly at 0.3 μM and 1 μM (3- and 5-fold increases, respectively, relative to vehicle control).
Increased GCLM protein levels significantly at 0.3 μM and 1 μM (3.5- and 8.5-fold increases, respectively, relative to vehicle control).
Molecular Weight

229.23

Formula

C13H11NO3

SMILES

O=C1C=C2C=C[C@H]3N4C(C=CC[C@@]4([H])[C@@]2(C3)O1)=O

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Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

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Product Name:
4,5-Dehydro-6-oxoallosecurinine
Cat. No.:
HY-181818
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