meso-Zeaxanthin
Based on 1 Customer Validation
meso-Zeaxanthin ((3R,3′S)-Zeaxanthin) is an orally active xanthophyll carotenoid. meso-Zeaxanthin inhibits CYP1A1, CYP1A2, CYP2B1/2, COX-2, TNF-α and iNOS, and enhances the activities of Uridine diphosphate glucuronosyltransferase and Glutathione-S-transferase. meso-Zeaxanthin quenches oxygen free radicals. meso-Zeaxanthin filters short-wavelength blue light, alleviates oxidative damage and visual abnormalities. meso-Zeaxanthin reduces tumor incidence, prolongs tumor latency and survival rate of tumor-bearing mice, and inhibits paw edema. meso-Zeaxanthin can be used in research related to sarcoma and age-related macular degeneration.
Nur für Forschungszwecke. Wir verkaufen nicht an Patienten.
- Reinheit : 93.09%
- CAS. Nr.: 31272-50-1
- Formel: C40H56O2
- Molecular Weight:568.87
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Speicherung:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Biologische Aktivität
Beschreibung
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COX-2 |
CYP1A1 |
CYP1A2 |
CYP2B1 |
CYP2B2 |
iNOS |
In Vitro
meso-Zeaxanthin (5-25 μg/mL; 24 h) potently inhibits LPS-induced inflammatory responses in mouse peritoneal macrophages, reducing pro-inflammatory cytokine, C-reactive protein, and nitric oxide production (with maximum inhibition at 25 μg/mL) and down-regulating mRNA expression of TNF-α, iNOS, and COX-2[2].
meso-Zeaxanthin acts as a potent singlet oxygen-quenching antioxidant when bound to a zeaxanthin-binding protein, and a 1:1:1 mixture of meso-Zeaxanthin, lutein, and zeaxanthin has greater singlet oxygen-quenching activity than any of the individual carotenoids in vitro[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
In Vivo
Meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 15 consecutive days) dose-dependently inhibits Phenobarbitone-induced cytochrome P450 isoenzyme activity, and the 250 mg/kg dose restores this activity to baseline levels[1].
Meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 15 consecutive days) dose-dependently increases the activity of hepatic phase II detoxifying enzymes. Specifically, in the 250 mg/kg dose group, UDP-glucuronosyltransferase activity doubles compared to the baseline level, and glutathione-S-transferase activity increases to 3-fold of the baseline level[1].
meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 5 consecutive days) dose-dependently inhibits carrageenan (HY-125474)-induced acute paw edema in male Balb/c mice[2].
meso-Zeaxanthin (50-250 mg/kg; p.o.; once daily; for 5 consecutive days) dose-dependently inhibits dextran-induced acute paw edema in male Balb/c mice[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Swiss albino (male, 6-8 wk old, 25 g body weight, 3-methylcholanthrene-induced sarcoma)[1]
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Dosage:50 mg/kg; 250 mg/kg
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Administration:p.o.; 6 days/week; 20 weeks
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Result:Delayed sarcoma onset to week 15 (vs week 6 in controls).
Kept all animals alive through week 16.
Delayed sarcoma onset to week 18, with only 1 animal developing sarcoma by week 18.
Kept all animals alive through week 20.
Achieved 9 of 15 (60%) animals alive with no tumors at 30-week endpoint.
Reduced tumor size compared to controls.
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Animal Model:Wistar (male, 5-6 wk old, 180 g body weight, phenobarbitone-induced microsomal enzyme activation)[1]
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Dosage:50 mg/kg; 250 mg/kg
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Administration:p.o.; once daily; 15 days
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Result:Reduced CYP1A1 (PROD) activity to 7 nmol resorufin formed/min/mg protein.
Reduced CYP1A2 (MROD) activity to 6.9 nmol resorufin formed/min/mg protein.
Reduced CYP2B1/2 (EROD) activity to 10 nmol resorufin formed/min/mg protein.
Reduced CYP1A1 (PROD) activity to 3.9 nmol resorufin formed/min/mg protein.
Reduced CYP1A2 (MROD) activity to 5.4 nmol resorufin formed/min/mg protein.
Reduced CYP2B1/2 (EROD) activity to 6.8 nmol resorufin formed/min/mg protein, levels near those of untreated normal rats.
Produced statistically significant reductions (P = 0.003 for EROD; P = 0.004 for MROD and PROD) compared to phenobarbitone-only controls.
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Animal Model:Wistar (male, 5-6 wk old, 180 g body weight)[1]
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Dosage:50 mg/kg; 250 mg/kg
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Administration:p.o.; once daily; 15 days
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Result:Increased UDP-glucuronyl transferase activity to 34.93 nmol/min/mg protein.
Increased glutathione-S-transferase activity to 75.1 nmol/min/mg protein.
Increased UDP-glucuronyl transferase activity to 55.6 nmol/min/mg protein.
Increased glutathione-S-transferase activity to 130.8 nmol/min/mg protein.
Produced statistically significant increases (P = 0.004) compared to untreated normal rats.
Clinical Trial
| NCT Number | Sponsor | Condition | Start Date |
Phase
|
|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
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CAS. Nr. 31272-50-1
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Appearance Solid
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Molecular Weight 568.87
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Formel C40H56O2
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Color Orange to red
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SMILES
CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@@H](O)CC2(C)C)=C(C)C[C@H](O)C1
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Synonyms
(3R,3′S)-Zeaxanthin
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Versand
Room temperature in continental US; may vary elsewhere.
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Speicherung
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Lösungsmittel & Löslichkeit
In Vitro:
DMSO : 0.29 mg/mL (0.51 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Protokoll
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ROS/oxidative-stress fluorescent staining
ROS/oxidative-stress fluorescent staining uses cell-permeant fluorogenic probes that become fluorescent after oxidation inside cells or tissues; commonly used examples include DCFH-DA/DCFDA for broad cellular oxidant detection, DHE for superoxide-related signal detection, MitoSOX for mitochondrial superoxide-related signal detection, and CellROX probes for oxidative-stress-associated fluorescence readouts. The assay detects probe oxidation rather than a single ROS species unless the probe and analysis method have been chemically validated for that species. DCFH-DA enters cells, is deacetylated by intracellular esterases to DCFH, and produces fluorescent DCF after oxidation, so the readout is used as an operational measure of total cellular oxidative stress rather than a species-specific ROS measurement. DHE and MitoSOX can report superoxide-related oxidation, but red fluorescence alone can include non-specific ethidium-like oxidation products; HPLC or optimized spectral approaches are
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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].
Reinheit & Dokumentation
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Data Sheet (272 KB)
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SDS (254 KB)
- English - EN (254 KB)
- Français - FR (254 KB)
- Deutsch - DE (254 KB)
- Norwegian - NO (254 KB)
- Español - ES (254 KB)
- Swedish - SV (254 KB)
- Italian - IT (254 KB)
- Korean - KR (254 KB)
- Portuguese - PT (254 KB)
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Handling Instructions (2659 KB)
Verweise
[1]. Firdous AP, et al. Anticarcinogenic activity of meso-zeaxanthin in rodents and its possible mechanism of action. Nutrition and cancer. 2013;65(6):850-6. [Content Brief]
[2]. Firdous AP, et al. Anti-inflammatory potential of carotenoid meso-zeaxanthin and its mode of action. Pharmaceutical biology. 2015 Jul;53(7):961-7. [Content Brief]
[3]. Nolan JM, et al. What is meso-zeaxanthin, and where does it come from?. Eye (London, England). 2013 Aug;27(8):899-905. [Content Brief]
[4]. Bernstein PS, et al. Lutein, zeaxanthin, and meso-zeaxanthin: The basic and clinical science underlying carotenoid-based nutritional interventions against ocular disease. Progress in retinal and eye research. 2016 Jan;50:34-66. [Content Brief]
Calculators
Konzentration (Stammlösung) × Volumen (Stammlösung) = Konzentration (Ziellösung) × Volumen (Ziellösung)