Myosmine | CAS:532-12-7 | Manufacturer ChemFaces

Myosmine

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Description:

Myosmine exerts significant genotoxic effects in esophageal cells under conditions which may prevail in GERD such as increased oxidative and nitrosative stress resulting from chronic inflammation. Myosmine shows pro-oxidant effects, which comparable with those of nicotine.

Targets:

DNA | COX-2

In vitro:

Toxicology, 2006, 222(1-2):71-79.

Genotoxic effects of myosmine in a human esophageal adenocarcinoma cell line.[Reference: WebLink]

The incidence of esophageal adenocarcinoma is rapidly rising in Western populations. Gastroesophageal reflux disease (GERD) is thought to be one of the most important risk factors. However, the mechanisms by which GERD enhances tumor formation at the gastroesophageal junction are not well understood. Myosmine is a tobacco alkaloid which has also a wide spread occurrence in human diet. It is readily activated by nitrosation and peroxidation giving rise to the same hydroxypyridylbutanone-releasing DNA adducts as the esophageal carcinogen N'-nitrosonornicotine. Therefore, the genotoxicity of Myosmine was tested in a human esophageal adenocarcinoma cell line (OE33). DNA damage was assessed by single-cell gel electrophoresis (Comet assay).
METHODS AND RESULTS:
DNA strand breaks, alkali labile sites and incomplete excision repair were expressed using the Olive tail moment (OTM). The Fapy glycosylase (Fpg) enzyme was incorporated into the assay to reveal additional oxidative DNA damage. DNA migration was determined after incubation of the cells for 1-24h. Under neutral conditions high Myosmine concentrations of 25-50mM were necessary to elicit a weak genotoxic effect. At pH 6 genotoxicity was clearly enhanced giving a significant increase of OTM values at 5mM Myosmine. Lower pH values could not be tested because of massive cytotoxicity even in the absence of Myosmine. Co-incubation of 25 mM Myosmine with 1mM H(2)O(2) for 1h significantly enhanced the genotoxicity of H(2)O(2) but not the oxidative lesions additionally detected with the Fpg enzyme. In the presence of the peroxynitrite donor 3-morpholinosydnonimine (SIN-1) a dose-dependent significant genotoxic effect was obtained with 1-10mM Myosmine after 4h incubation. NS-398, a selective inhibitor of cyclooxygenase 2, did not affect the SIN-1 stimulated genotoxicity of Myosmine. Finally, the 23 h repair of N-methyl-N'-nitro-N-nitrosoguanidine-induced DNA lesions was significantly inhibited in the presence of 10mM Myosmine.
CONCLUSIONS:
In conclusion, Myosmine exerts significant genotoxic effects in esophageal cells under conditions which may prevail in GERD such as increased oxidative and nitrosative stress resulting from chronic inflammation.

Croatica Chemica Acta,2011,84(3):355-359.

Flow Cytometric Analysis of the Influence of Myosmine on the Cell Cycle.[Reference: WebLink]

Myosmine (3-(1-pyrrolin-2-yl)pyridine) is an alkaloid found in tobacco as well as various staple foods, fruits and vegetables. Myosmine has recently been suspected to be a tobacco-independent carcinogenic source.
METHODS AND RESULTS:
Using cell flow cytometry, we have examined the influence of Myosmine on the cell cycle of murine erythroleukemia (MEL) cells in vitro and have compared this with its effects on murine bone marrow cells in vivo. Myosmine at low concentrations inhibited cell proliferation dose dependently; while at concentrations close to 300 mu mol dm(-3) it acted in a cytostatic fashion, that is, it increased the percentage of cells in the S and G2/M phases. At doses of 350-400 mu mol dm(-3) Myosmine induced apoptosis and the hypoploid fraction. In vivo intraperitoneal injection of mice with 100 mg/kg of Myosmine resulted in a statistically significant increase in the percentage of cells in S phase; i.e. from 13.75 to 18.22%. The percentage of bone marrow cells in the G2/M phase increased from 6.79 to 8.93 % in treated mice compared to controls.
CONCLUSIONS:
All of these results are in agreement with the hypothesis that Myosmine possesses genotoxic potential.

Myosmine Description

Source:	The herbs of Equisetum hyemale L.
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.

Animal Research:

Arhiv za Higijenu Rada i Toksikologiju, 01 Mar 2012, 63(1):7-14.

Effects of myosmine on antioxidative defence in rat liver.[Reference: WebLink]

Myosmine [3-(1-pyrrolin-2-yl) pyridine] is an alkaloid structurally similar to nicotine, which is known to induce oxidative stress. In this study we investigated the effects of Myosmine on enzymatic and nonenzymatic antioxidative defence in rat liver.
METHODS AND RESULTS:
Wistar rats received a single i.p. injection of 19 mg kg(-1) of Myosmine and an oral dose of 190 mg kg(-1) by gavage. Nicotine was used as a positive control. Through either route of administration, Myosmine altered the hepatic function by decreasing the levels of reduced glutathione, superoxide dismutase, and glutathione peroxidase activities on one hand and by increasing malondialdehyde, catalase, and glutathione reductase activity on the other. Compared to control, both routes caused significant lipid peroxidation in the liver and altered hepatic enzymatic and non-enzymatic antioxidative defences.
CONCLUSIONS:
The pro-oxidant effects of Myosmine were comparable with those of nicotine.

CAS No.	532-12-7	Price	$70 / 20mg
Catalog No.	CFN70399	Purity	>=98%
Molecular Weight	146.2	Type of Compound	Alkaloids
Formula	C₉H₁₀N₂	Physical Description	Powder
Download	COA MSDS	Similar structural	Comparison

Product Name	Myosmine
CAS No.:	532-12-7
Catalog No.:	CFN70399
Molecular Formula:	C₉H₁₀N₂
Molecular Weight:	146.2 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Targets:	DNA \| COX-2
Source:	The herbs of Equisetum hyemale L.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Price:	$70 / 20mg
Download:	COA MSDS
Similar structural:	Comparison

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Alkaloids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	6.8399 mL	34.1997 mL	68.3995 mL	136.7989 mL	170.9986 mL
5 mM	1.368 mL	6.8399 mL	13.6799 mL	27.3598 mL	34.1997 mL
10 mM	0.684 mL	3.42 mL	6.8399 mL	13.6799 mL	17.0999 mL
50 mM	0.1368 mL	0.684 mL	1.368 mL	2.736 mL	3.42 mL
100 mM	0.0684 mL	0.342 mL	0.684 mL	1.368 mL	1.71 mL

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