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Zingerone
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Product Name Zingerone
Price: $30 / 20mg
CAS No.: 122-48-5
Catalog No.: CFN99702
Molecular Formula: C11H14O3
Molecular Weight: 194.23 g/mol
Purity: >=98%
Type of Compound: Phenols
Physical Desc.: Powder
Source: The rhizomes of Zingber officinale Rosc.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
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Biological Activity
Description: Zingerone has anti-mutagenic, anti-carcinogenic, anti-obesity,anti-oxidative and anti-inflammatory activities. Zingerone can be recommended as a supplement to shrimp feed to increase growth, immunity, and disease resistance against the pathogen, V.alginolyticus , use of zingerone as appetizer and immunostimulant in shrimp is promising. It could as potential phytotherapeutic agent which in future can be employed to formulate preventive strategies against biofilm associated infections caused by P.aeruginosa.
Targets: TNF-α | IkB | COX | NOS | ROS | NF-kB | ERK | p38MAPK | p65 | IKK
In vitro:
Life Sci. 2014 Nov 4;117(1):24-32.
Structural alterations in Pseudomonas aeruginosa by zingerone contribute to enhanced susceptibility to antibiotics, serum and phagocytes.[Pubmed: 25277943]
Excessive use of antibiotics has led to evolutionary adaptation resulting in emergence of multidrug resistance in P. aeruginosa. The aim of the present study was oriented towards exploiting Zingerone (active component of ginger) in making P. aeruginosa more susceptible to killing with antibiotics, humoral/cellular defences and studying its underlying mechanism.
METHODS AND RESULTS:
Effect of Zingerone treatment on antibiotic susceptibility, serum, and phagocytic killing of P. aeruginosa was studied. The underlying mechanism was evaluated in terms of cell surface hydrophobicity, alginate and LPS production. TNF-α and MIP-2 cytokine production by mouse macrophages was also checked. Structural analysis was carried out using scanning electron microscopy (SEM) and liquid chromatography-mass spectrometry (LC-MS) analysis. Zingerone treated cells showed increased susceptibility to variety of antibiotics, serum as well as macrophages (p<0.05). Zingerone treatment significantly reduced cell surface hydrophobicity, alginate and LPS production (p<0.05). Zingerone treated cells showed significant decrease in TNF-α and MIP-2 cytokine production as compared to non-treated cells. Coupled with this, reduction in the production of extracellular protective matrix and modulation of chemical structure of LPS was also observed by scanning electron microscopy and liquid chromatography-mass spectrometric (LC-MS) respectively. Zingerone significantly influence surface structure of P. aeruginosa which contributes towards enhanced susceptibility to antibiotics and innate immune system.
CONCLUSIONS:
Use of phytochemicals may prove to be a novel therapeutic approach by enhancing susceptibility of pathogenic microorganisms to antibiotics and immune system. Zingerone has proved to be one such agent which can be employed as a potential anti-virulent drug candidate against P. aeruginosa infections.
Int J Mol Sci . 2018 Sep 19;19(9):2832.
Zingerone Suppresses Tumor Development through Decreasing Cyclin D1 Expression and Inducing Mitotic Arrest[Pubmed: 30235818]
Abstract Cancer cells undergo uncontrolled proliferation resulting from aberrant activity of various cell-cycle proteins. Therefore, despite recent advances in intensive chemotherapy, it is difficult to cure cancer completely. Recently, cell-cycle regulators became attractive targets in cancer therapy. Zingerone, a phenolic compound isolated from ginger, is a nontoxic and inexpensive compound with varied pharmacological activities. In this study, the therapeutic effect of Zingerone as an anti-mitotic agent in human neuroblastoma cells was investigated. Following treatment of BE(2)-M17 cells with Zingerone, we performed a 3-(4,5-dimethylthiazol-2-yl)-2,5- diphenyltetrazolium bromide (MTT) assay and colony-formation assay to evaluate cellular proliferation, in addition to immunofluorescence cytochemistry and flow cytometry to examine the mitotic cells. The association of gene expression with tumor stage and survival was analyzed. Furthermore, to examine the anti-cancer effect of Zingerone, we applied a BALB/c mouse-tumor model using a BALB/c-derived adenocarcinoma cell line. In human neuroblastoma cells, Zingerone inhibited cellular viability and survival. Moreover, the number of mitotic cells, particularly those in prometaphase, increased in Zingerone-treated neuroblastoma cells. Regarding specific molecular mechanisms, Zingerone decreased cyclin D1 expression and induced the cleavage of caspase-3 and poly (ADP-ribose) polymerase 1 (PARP-1). The decrease in cyclin D1 and increase in histone H3 phosphorylated (p)-Ser10 were confirmed by immunohistochemistry in tumor tissues administered with Zingerone. These results suggest that Zingerone induces mitotic arrest followed by inhibition of growth of neuroblastoma cells. Collectively, Zingerone may be a potential therapeutic drug for human cancers, including neuroblastoma. Keywords: apoptosis; cyclin D1; mitosis arrest; tumor progression; Zingerone.
In vivo:
Exp Gerontol. 2010 Jun;45(6):419-26.
Modulation of age-related NF-kappaB activation by dietary zingerone via MAPK pathway.[Pubmed: 20211236 ]
Zingerone, a major component found in ginger root, has been known as anti-mutagenic and anti-carcinogenic activities that are often associated with its anti-oxidative and anti-inflammatory activities.
METHODS AND RESULTS:
In recent studies, we examined molecular mechanism of Zingerone treatment on pro-inflammatory NF-kappaB activation via the redox-related NIK/IKK and MAPK pathways. Action mechanism of Zingerone on NF-kappaB signaling was investigated in aged rat kidney and endothelial cells. The results showed that Zingerone had not only the antioxidant effect by constitutive suppression of ROS, but also anti-inflammatory effects by suppression of nuclear factor (NF)-kappaB activation in aged rat. In addition, Zingerone treatment suppressed gene activation of pro-inflammatory enzymes, COX-2 and iNOS, which were upregulated with aging through NF-kappaB activation and IKK/MAPK signaling pathway. These experiments strongly indicate that Zingerone treatment exerts a beneficial efficacy by suppressing both oxidative stress and age-related inflammation through the modulation of several key pro-inflammatory genes and transcription factors.
CONCLUSIONS:
Thus, the significance of our findings is that the Zingerone treatment may provide some preventive measure against chronic inflammatory conditions that underlie many age-related inflammatory diseases, such as metabolic syndrome, cardiovascular disease, dementia, arthritis, diabetes, osteoprosis, and cancers.
Fish Shellfish Immunol. 2012 Feb;32(2):284-90.
Dietary administration of zingerone to enhance growth, non-specific immune response, and resistance to Vibrio alginolyticus in Pacific white shrimp (Litopenaeus vannamei) juveniles.[Pubmed: 22173270 ]
Zingerone, one of the active components of ginger, is a phenolic alkanone with antioxidant and anti-inflammatory properties. The effects of Zingerone supplementation on the growth, immunity, and disease resistance of Pacific white shrimp (Litopenaeus vannamei) juveniles were studied. Four experimental diets, including a control diet (without Zingerone enrichment) and 1, 2.5, and 5 mg Zingerone (kg diet)(-1) were used. After 56 days of culture, shrimp fed diets supplemented with 1, 2.5, and 5 mg Zingerone (kg diet)(-1) had significantly greater weight gain and feed efficiency than the controls. Furthermore, after 56 days of culture, shrimp fed all doses of the Zingerone diet had higher survival rates compared to the controls after 24-72 h of challenge by the pathogen, Vibrio alginolyticus. Significantly increased phenoloxidase levels were found in shrimp fed the Zingerone diets at all doses, and respiratory bursts, lysozyme and phagocytic activities of shrimp fed 2.5 and 5 mg Zingerone (kg diet)(-1) also significantly increased. Neither the total hemocyte count nor superoxide dismutase activity of the experimental and control groups revealed significant differences at any dose. The results indicate that Zingerone can be recommended as a supplement to shrimp feed to increase growth, immunity, and disease resistance against the pathogen, V. alginolyticus. Use of Zingerone as appetizer and immunostimulant in shrimp is promising.
Saudi Pharm J . 2018 Dec;26(8):1137-1145.
Zingerone (4-(4-hydroxy-3-methylphenyl) butan-2-one) protects against alloxan-induced diabetes via alleviation of oxidative stress and inflammation: Probable role of NF-kB activation[Pubmed: 30532634]
Abstract Diabetes is considered as the most common metabolic disease affecting millions of people all around the world. Use of natural herbal medicines can be effective in treating diabetes. Zingerone (4-(4-hydroxy-3-methylphenyl) butan-2-one) a polyphenolic alkanone extracted from ginger has a broad spectrum of pharmacological properties and thus can be used as a promising candidate against various ailments. In the current study we aimed at demonstrating the protective effect of Zingerone against diabetes mellitus and elucidating its possible mechanism. Five groups of animals (I-V) were made with ten animals each. Group I (control) was given normal saline orally. Group II (diabetic positive control) was given alloxan at the dose rate of 100 mg/kg bwt once. Group III and IV was given alloxan once at the dose rate of 100 mg/kg bwt. and received oral treatment of Zingerone at a dose rate of 50 and 100 mg/kg bwt respectively daily for 21 days. Group V was given alloxan at the dose of 100 mg/kg bwt. and was treated with standard drug glibenclamide at the dose rate of 4.5 mg/kg bwt. daily for 21 days. According to our findings we confirmed that Zingerone restrained the alloxan induced oxidative stress by increasing the activity of reduced glutathione (GSH), superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GPX) and reducing the peroxidative damage. We also confirmed that Zingerone suppressed the level of redox sensitive transcription factor NFκB and downregulated other downstream inflammatory cytokines like interleukins (IL1-β IL-2, IL-6) and tumor necrosis factor alpha (TNF-α). Moreover, the experimental findings suggested that Zingerone improved the insulin levels. Taken together our results indicated that Zingerone effectively ameliorated the diabetes induced complications which provide a strong theoretical basis for Zingerone to be used clinically for treatment of diabetes. Keywords: Alloxan; Cytokines; Diabetes; NFκB; Zingerone.
Zingerone Description
Source: The rhizomes of Zingber officinale Rosc.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.1485 mL 25.7427 mL 51.4854 mL 102.9707 mL 128.7134 mL
5 mM 1.0297 mL 5.1485 mL 10.2971 mL 20.5941 mL 25.7427 mL
10 mM 0.5149 mL 2.5743 mL 5.1485 mL 10.2971 mL 12.8713 mL
50 mM 0.103 mL 0.5149 mL 1.0297 mL 2.0594 mL 2.5743 mL
100 mM 0.0515 mL 0.2574 mL 0.5149 mL 1.0297 mL 1.2871 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Cell Research:
Int.J.Pharmacol., 2011, 7(5):629-34.
Lipolytic Effects of Zingerone in Adipocytes Isolated from Normal Diet-Fed Rats and High Fat Diet-Fed Ra[Reference: WebLink]
Zingerone is a non-volatile pungent compound mostly found in ginger which is a herbal medicine used for various purposes. The anti-obesity actions of ginger and Zingerone have also been documented.
METHODS AND RESULTS:
This study was aimed to investigate the effects of Zingerone on adipocyte lipolysis in adipocytes isolated from Normal Pellet Diet (NPD)-fed rats and High Fat Diet (HFD)-fed rats. Adipocyte suspensions were prepared from the epididymal fat pads of male Wistar rats by using the collagenase digestion method. The concentrations of Free Fatty Acid (FFA) in the incubation media were used as an index of adipocyte lipolysis. Zingerone at the concentration of 1,000 mu M significantly increased both basal lipolysis and isoprenaline (0.1 mu M)-induced lipolysis in adipocytes derived from the NPD-fed rats with the FFA concentrations of 682.92 +/- 37.00 mu M mL(-1) Packed Cell Volume (PCV)/ h and 1,361.51 +/- 62.90uM mu L-1 PCV/ h, respectively (p<0.05; n = 4). In adipocytes derived from the HFD-fed rats, Zingerone at any concentration tested had no effect on the basal lipolysis. Zingerone only at the concentration of 100 mu M significantly stimulated the isoprenaline-induced lipolysis with the FFA concentration of 1,383.88 +/- 36.73 mu M mL(-1) PCV/ h (p<0.05; n = 4) in adipocytes derived from the HFD-fed rats.
CONCLUSIONS:
In conclusion, Zingerone appeared to produce less lipolytic actions in adipocytes derived from the HFD-fed rats. The reason for the lower lipolytic response to Zingerone in HFD-derived adipocytes should be investigated further, especially in the molecular aspects.
Animal Research:
Int Immunopharmacol. 2014 Mar;19(1):103-9.
Zingerone attenuates lipopolysaccharide-induced acute lung injury in mice.[Pubmed: 24412620 ]
Zingerone, one of the active components of ginger, is a phenolic alkanone with antioxidant and anti-inflammatory properties. In the present study, we analyzed the role of Zingerone against RAW 264.7 cells and acute lung injury induced by lipopolysaccharide (LPS) in mice. RAW cells or BALB/c mice were pretreated with Zingerone one hour before stimulated with LPS. We found that Zingerone significantly inhibited the production of LPS-induced proinflammatory cytokines in vitro and in vivo. When pretreated with Zingerone, pulmonary histopathologic changes, as well as alveolar hemorrhage and neutrophil infiltration were substantially suppressed in lung tissues, with evidence of reduced myeloperoxidase (MPO) activity in murine acute lung injury model. The lung wet-to-dry weight (W/D) ratios, as the index of pulmonary edema, were markedly decreased by Zingerone pretreatment. Furthermore, we demonstrated that Zingerone attenuates the mitogen-activated protein kinases (MAPK) and nuclear factor-kappaB (NF-κB) signaling pathways through blocking the phosphorylation of ERK, p38/MAPK and IκBα, NF-κB/P65. These results suggest that Zingerone may provide protective effects against LPS-induced ALI.
Eur J Cancer Prev. 2014 Sep;23(5):361-71.
Chemopreventive effect of zingerone against colon carcinogenesis induced by 1,2-dimethylhydrazine in rats.[Pubmed: 23903760]
Animal Models: Male albino Wistar rats
Formulation: ---
Dosages:40 mg/kg
Administration: p.o.
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