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Guaiazulene
Guaiazulene
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Guaiazulene
Price: $30 / 20mg
CAS No.: 489-84-9
Catalog No.: CFN93064
Molecular Formula: C15H18
Molecular Weight: 198.30 g/mol
Purity: >=98%
Type of Compound: Sesquiterpenoids
Physical Desc.: Powder
Source: From Euplexaura erecta.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison
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Size /Price /Stock 10 mM * 1 mL in DMSO / $7.0 / In-stock
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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
Related Libraries
Biological Activity
Description: Guaiazulene has antioxidant activity, it shows significant protection against paracetamol-induced GSH depletion and hepatic damage. Guaiazulene shows cytotoxic activity on gingival fibroblasts, it has anti-proliferative activity suppressing the proliferation of neuron and N2a-NB cells at high doses. Guaiazulene has in vitro antimicrobial activity against Mycoplasma hominis clinical isolates.
Targets: Antifection
In vitro:
Toxicol In Vitro. 2011 Feb;25(1):64-72.
Cytotoxic activity of guaiazulene on gingival fibroblasts and the influence of light exposure on guaiazulene-induced cell death.[Pubmed: 20854889 ]
Guaiazulene (GA) is widely used as a natural ingredient in many health care products and solutions. Although it has been reported to have interesting biological effects, GA and azulene derivatives have been proven to be cytotoxic against normal human cells and human tumor cells; moreover, Guaiazulene has shown photomutagenic properties on bacterial strains.
METHODS AND RESULTS:
Therefore, we evaluated and compared the cytotoxicity of GA at different concentrations on human gingival fibroblast (HGF) cell cultures under normal conditions and under UV irradiation (UV-A dose: 6.4 J/cm(2)). The compound tested was found to significantly reduce cell viability (dose-dependent trend, IC(50) 72.1 μM), decrease protein procollagen α1 type I synthesis, a marker for HGF protein, and COL1A1 mRNA expression. The cytotoxic effects were accompanied by activation of an intrinsic apoptotic pathway, studied using transmission electron microscopy (TEM) and caspase-3 activation.
CONCLUSIONS:
The light exposure of the cell culture treated decreased GA-induced cell death (IC(50) 128.9 μM), suggesting a photoprotective effect due to the photodegradation of the toxic agent, Guaiazulene. Furthermore, the products of the photodegradation reaction of GA proved not to be toxic against HGFs.
Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 2014 Jun;158(2):208-11.
In vitro antimicrobial activities of cinnamon bark oil, anethole, carvacrol, eugenol and guaiazulene against Mycoplasma hominis clinical isolates.[Pubmed: 23128812]
The aim of this study was to evaluate the antimicrobial effects of five natural substances against 50 clinical isolates of Mycoplasma hominis.
METHODS AND RESULTS:
The in vitro activity of selected natural compounds, cinnamon bark oil, anethole, carvacrol, eugenol and Guaiazulene, was investigated against 50 M. hominis isolates cultivated from cervical swabs by the broth dilution method. All showed valuable antimicrobial activity against the tested isolates. Oil from the bark of Cinnamomum zeylanicum (MBC90 = 500 μg/mL) however was found to be the most effective. Carvacrol (MBC90 = 600 μg/mL) and eugenol (MBC90 = 1000 μg/mL) also possessed strong antimycoplasmal activity.
CONCLUSIONS:
The results indicate that cinnamon bark oil, carvacrol and eugenol have strong antimycoplasmal activity and the potential for use as antimicrobial agents in the treatment of mycoplasmal infections.
In vivo:
J Pharm Pharmacol. 1997 Sep;49(9):938-42.
Antioxidant activity of guaiazulene and protection against paracetamol hepatotoxicity in rats.[Pubmed: 9306266]
The effect of Guaiazulene, a lipophilic azulene derivative widely found in nature, on radical-mediated processes is examined. The ability of guaizulene to inhibit rat hepatic microsomal membrane lipid peroxidation and to scavenge hydroxyl radicals, as well as to interact with 1,1-diphenyl-2-picrylhydrazyl radical (DPPH), was estimated.
METHODS AND RESULTS:
It was found that Guaiazulene can inhibit lipid peroxidation very significantly, having an IC50 value of 9.8 microM. It can also scavenge hydroxyl radicals and interact with DPPH. The protection afforded by Guaiazulene to rats with paracetamol-induced liver injury was also investigated. Paracetamol hepatotoxicity is caused by the reactive metabolite N-acetyl-p-benzoquinone imine (NAPQI), which causes oxidative stress and glutathione (GSH) depletion. Hepatic cytosolic protein, GSH, glutathione transferase and glutathione reductase levels are determined as indices of hepatic injury with or without the administration of Guaiazulene. It was found that all parameters affected by paracetamol are restored to normal by Guaiazulene treatment, while the administration of Guaiazulene alone has no effect on the performed tests compared with the control values.
CONCLUSIONS:
It was concluded that the significant protection against paracetamol-induced GSH depletion and hepatic damage afforded by Guaiazulene is probably connected with its antioxidant activity. A molecular mechanism of action of Guaiazulene is suggested.
Guaiazulene Description
Source: From Euplexaura erecta.
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 5.0429 mL 25.2143 mL 50.4286 mL 100.8573 mL 126.0716 mL
5 mM 1.0086 mL 5.0429 mL 10.0857 mL 20.1715 mL 25.2143 mL
10 mM 0.5043 mL 2.5214 mL 5.0429 mL 10.0857 mL 12.6072 mL
50 mM 0.1009 mL 0.5043 mL 1.0086 mL 2.0171 mL 2.5214 mL
100 mM 0.0504 mL 0.2521 mL 0.5043 mL 1.0086 mL 1.2607 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:
J Intercult Ethnopharmacol. 2015 Jan-Mar; 4(1): 29–33.
Guaiazulene biochemical activity and cytotoxic and genotoxic effects on rat neuron and N2a neuroblastom cells.[Pubmed: 26401381]
Neuroblastoma (NB)cells are often used in cancer researches such as glioblastoma cells since they have the potential of high mitotic activity, nuclear pleomorphism, and tumor necrosis. Guaiazulene (GYZ 1,4-dimethyl-7-isopropylazulene)is present in several essential oils of medicinal and aromatic plants. Many studies have reported the cytotoxic effect of GYZ; however, there are no studies that compare such effects between cancer cell lines and normal human cells after treatment with GYZ.
METHODS AND RESULTS:
In this study, we aimed to describe in vitro antiproliferative and/or cytotoxic properties (by 3-[4,5 dimetylthiazol -2-yl]-2,5 diphenlytetrazolium bromide [MTT] test), oxidative effects (by total antioxidant capacity [TAC] and total oxidative stress [TOS] analysis)and genotoxic damage potentials (by single cell gel electrophoresis)of GYZ. The results indicated that GYZ have anti-proliferative activity suppressing the proliferation of neuron and N2a-NB cells at high doses. In addition, GYZ treatments at higher doses led to decreases of TAC levels and increases of TOS levels in neuron and N2a-NB cells. On the other hand, the mean values of the total scores of cells showing DNA damage were not found different from the control values.
CONCLUSIONS:
From this study, it is observed that GYZ has in vitro cytotoxic activity against neuron and N2a-NB cells.
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