Dehydrocurdione
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Dehydrocurdione, a zedoary-derived sesquiterpene, induces heme oxygenase (HO)-1, an antioxidative enzyme, in RAW 264.7 macrophages. Dehydrocurdione interacts with Keap1, resulting in Nrf2 translocation followed by activation of the HO-1 E2 enhancer. Dehydrocurdione suppresses lipopolysaccharide-induced NO release, a marker of inflammation. Anti-inflammatory activity.
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- CAS No.: 38230-32-9
- Formule: C15H22O2
- Masse moléculaire:234.33
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Stockage:
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Activité biologique
Description
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| Ca-Ski | IC50 |
21.7 g/mL
Compound: 2
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Cytotoxicity against human CaSki cells assessed as reduction in cell viability after 72 hrs by MTT assay
Cytotoxicity against human CaSki cells assessed as reduction in cell viability after 72 hrs by MTT assay
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[PMID: 29274817] |
| HT-29 | IC50 |
22.7 g/mL
Compound: 2
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Cytotoxicity against human HT-29 cells assessed as reduction in cell viability after 72 hrs by MTT assay
Cytotoxicity against human HT-29 cells assessed as reduction in cell viability after 72 hrs by MTT assay
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[PMID: 29274817] |
| HUVEC | IC50 |
24 g/mL
Compound: 2
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Cytotoxicity against human HUVEC cells assessed as reduction in cell viability after 72 hrs by MTT assay
Cytotoxicity against human HUVEC cells assessed as reduction in cell viability after 72 hrs by MTT assay
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[PMID: 29274817] |
| KG-1a | IC50 |
>100 μg/mL
Compound: 2
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Cytotoxicity against human KG1a cells assessed as reduction in cell viability after 48 hrs by MTT assay
Cytotoxicity against human KG1a cells assessed as reduction in cell viability after 48 hrs by MTT assay
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[PMID: 29274817] |
| MCF7 | IC50 |
33 g/mL
Compound: 2
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Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTT assay
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[PMID: 29274817] |
| PC-3 | IC50 |
19.1 g/mL
Compound: 2
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Cytotoxicity against human PC3 cells assessed as reduction in cell viability after 72 hrs by MTT assay
Cytotoxicity against human PC3 cells assessed as reduction in cell viability after 72 hrs by MTT assay
|
[PMID: 29274817] |
In Vitro
Dehydrocurdione (RAW 264.7 cells) concentration-dependently increases the HO-1 mRNA level for 3 hr and the protein level for 6 hr, and both effects reached significance at a concentration of 100 μM[1].
Dehydrocurdione interacts with Keap, resulting in Nrf2 translocation followed by activation ofthe HO-1 E2 enhancer[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
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Cell Line:RAW 264.7 cells
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Concentration:100 μM
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Incubation Time:24 hours
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Result:Transiently increased the HO-1 protein level, and its effect peaked at 3-6 hr.
In Vivo
Dehydrocurdione (200 mg/kg; p.o.; Sprague-Dawley rats) dose-dependently inhibits carrageenan-induced paw edema[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Wistar rats[2]
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Dosage:120 mg/kg
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Administration:P.o ; daily for 12 days
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Result:Significantly reduces chronic adjuvant arthritis.
Chemical Information
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CAS No. 38230-32-9
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Appearance Liquid (Density: 0.962±0.06 g/cm3)
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Masse moléculaire 234.33
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Formule C15H22O2
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Color Colorless to light yellow
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SMILES
C/C(C)=C(CC1=O)/C(C/C(C)=C/CC[C@@H]1C)=O
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Structure Classification
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Initial Source
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
-20°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Protocole
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Cotton Pellet Granuloma
Cotton pellet granuloma is a classical in vivo chronic inflammation model used to evaluate the anti-inflammatory potential of test substances by measuring their ability to inhibit granuloma tissue formation around an implanted foreign body (cotton pellet) in rodents. The method is based on the biological response to a sterile implanted material, which induces proliferative phase inflammation characterized by fibroblast proliferation and collagen-rich granuloma formation, and the final readout reflects the extent of chronic inflammatory tissue growth surrounding the pellet. In multiple preclinical pharmacological evaluations, inhibition of cotton pellet-induced granuloma formation has been used as an indicator of anti-inflammatory activity in both synthetic and natural product screening contexts.
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Carrageenan-Induced Paw Edema
Carrageenan-induced paw edema is an acute inflammation model in which intraplantar injection of carrageenan induces localized inflammatory swelling characterized by vascular permeability, leukocyte infiltration, and production of inflammatory mediators such as prostaglandins and cytokines, making it widely used to evaluate anti-inflammatory agents in vivo. The resulting paw volume or thickness increase is quantified over time as a direct readout of inflammatory intensity and drug efficacy, typically reflecting cyclooxygenase-mediated prostaglandin-driven edema formation and immune cell recruitment in peripheral tissue[20].
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Research Protocol for Inflammation-related Diseases
The NLRP3 inflammasome is a cytosolic innate immune signaling platform that integrates priming signals and danger-signal activation to promote caspase-1 activation, maturation of IL-1β and IL-18, and gasdermin D-mediated pyroptotic cell death. The core experimental logic is to determine whether inflammatory disease phenotypes are driven by increased NLRP3 expression, ASC-containing inflammasome assembly, caspase-1 cleavage, GSDMD cleavage, and extracellular release of IL-1β/IL-18 rather than by nonspecific cell injury alone. The pathway is strongly linked to inflammation-related disease phenotypes because monosodium urate crystals activate NALP3/NLRP3 inflammasome signaling in gout-like crystal inflammation, cholesterol crystals activate NLRP3 inflammasomes in atherogenesis models, and DSS-induced intestinal inflammation has been reported to involve NLRP3 inflammasome activity. However, experimental colitis studies also show context-dependent protective effects of NLRP3 inflammasome co
Pureté et documentation
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Fiche technique (273 KB)
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SDS (252 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Ohnishi M, et al. Curcuma sp.-derived dehydrocurdione induces heme oxygenase-1 through a Michael reaction between its α, β-unsaturated carbonyl and Keap1. Phytother Res. 2018;32(5):892-897. [Content Brief]
[2]. Yoshioka T, et al. Antiinflammatory potency of dehydrocurdione, a zedoary-derived sesquiterpene. Inflamm Res. 1998;47(12):476-481. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)