Peiminine

CAS# 18059-10-4

Peiminine

Catalog No. BCN1095----Order now to get a substantial discount!

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Quality Control of Peiminine

Number of papers citing our products

Chemical structure

Peiminine

3D structure

Chemical Properties of Peiminine

Cas No. 18059-10-4 SDF Download SDF
PubChem ID 167691 Appearance Powder
Formula C27H43NO3 M.Wt 429.64
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Verticinone; Raddeanine
Solubility DMSO : ≥ 100 mg/mL (232.75 mM)
*"≥" means soluble, but saturation unknown.
SMILES CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
Standard InChIKey IQDIERHFZVCNRZ-YUYPDVIUSA-N
Standard InChI InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21-,22-,23+,25-,26+,27-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Peiminine

The bulbus of Fritillaria thunbergii Miq.

Biological Activity of Peiminine

DescriptionPeiminine has potent anti-inflammatory, anti-allergic, antitussive, and expectorant effects. It induces autophagic cell death thus represses colorectal carcinoma tumor growth. Peiminine can inhibit lung inflammation and pulmonary fibrosis in a rat model of bleomycin-induced lung injury, by reducing circulating IFN-γ levels and inhibiting signal transduction pathways involving TGF-β, CTGF, ERK1/2, NF-κB and FasL.
TargetsIFN-γ | TGF-β/Smad | ERK | NF-kB | TNF-α | IL Receptor | MAPK | FasL
In vitro

Antiallergic effects of peiminine through the regulation of inflammatory mediators in HMC-1 cells.[Pubmed: 26121924]

Immunopharmacol Immunotoxicol. 2015;37(4):351-8.

Peiminine is the main biologically active component derived from Fritillaria ussuriensis. Peiminine was investigated in various pulmonary diseases, but its antiallergic effect and the related mechanism have not been reported yet.
METHODS AND RESULTS:
The present study aimed to evaluate the effect of Peiminine on mast cell-mediated allergic inflammation in HMC-1 cells. The pro-inflammatory cytokine production was measured using ELISA, reverse transcription-polymerase chain reaction and nuclear factor-kappaB (NF-κB), mitogen-activated protein kinases (MAPKs) pathway activation, as determined by Western blot analysis. Peiminine inhibits the production of the pro-inflammatory cytokine, such as interleukin (IL)-6, IL-8, tumor necrosis factor-alpha (TNF-α) and IL-1beta (IL-1β). It was shown to have inhibitory effects on MAPKs phosphorylation and NF-B expression in human mast cells (HMC)-1 using Western blot. HMC-1 cells were observed for confirmation of histamine release. Passive cutaneous anaphylaxis (PCA) reactions were evaluated using an animal model and Peiminine demonstrated inhibitory effects on IgE-dependent anaphylaxis.
CONCLUSIONS:
These results suggest that Peiminine has regulatory potential for allergic inflammatory reactions mediated by HMC-1 cells.

The natural product peiminine represses colorectal carcinoma tumor growth by inducing autophagic cell death.[Pubmed: 25935480 ]

Biochem Biophys Res Commun. 2015 Jun 19;462(1):38-45.

Autophagy is evolutionarily conservative in eukaryotic cells that engulf cellular long-lived proteins and organelles, and it degrades the contents through fusion with lysosomes, via which the cell acquires recycled building blocks for the synthesis of new molecules.
METHODS AND RESULTS:
In this study, we revealed that Peiminine induces cell death and enhances autophagic flux in colorectal carcinoma HCT-116 cells. We determined that Peiminine enhances the autophagic flux by repressing the phosphorylation of mTOR through inhibiting upstream signals. Knocking down ATG5 greatly reduced the Peiminine-induced cell death in wild-type HCT-116 cells, while treating Bax/Bak-deficient cells with Peiminine resulted in significant cell death.
CONCLUSIONS:
In summary, our discoveries demonstrated that Peiminine represses colorectal carcinoma cell proliferation and cell growth by inducing autophagic cell death.

Protocol of Peiminine

Animal Research

Peiminine ameliorates bleomycin-induced acute lung injury in rats.[Pubmed: 23404624]

Mol Med Rep. 2013 Apr;7(4):1103-10.

The aim of this study was to investigate whether or not Peiminine inhibits lung inflammation and pulmonary fibrosis in a rat model of bleomycin-induced lung injury.
METHODS AND RESULTS:
Rats were randomly divided into 4 groups. In 3 groups, intratracheal bleomycin (5 mg/kg) was used to induce acute lung injury, followed by administration of either carboxymethyl cellulose (control group, n=14), dexamethasone (DXS group, n=14) or Peiminine (Peiminine group, n=10). In the fourth group (sham-operated, n=12), normal saline was instilled instead of bleomycin, followed by administration of carboxymethyl cellulose. Drugs were administered intragastrically for 28 days. Lung sections were stained with hematoxylin and eosin (H&E) and Masson's trichrome, to grade the degree of alveolitis and pulmonary fibrosis. The lung index was calculated as the ratio of lung to body weight. Serum levels of interleukin-4 (IL-4), tumor necrosis factor-α (TNF-α) and interferon-γ (IFN-γ) were obtained using a radioimmunoassay. Immunocytochemical methods were employed to assess the expression of transforming growth factor-β (TGF-β), connective tissue growth factor (CTGF), NF-κB, extracellular signal-related kinase (ERK1/2), Fas and FasL in lung tissue. Peiminine and DXS significantly reduced alveolar inflammation and pulmonary interstitial inflammation in rats with bleomycin-induced lung injury. These protective effects were associated with significant (P<0.05) decreases in the levels of IFN-γ in serum and of TGF-β, CTGF, ERK1/2, NF-κB and FasL in lung tissue. No effects were observed on serum TNF-α or IL-4.
CONCLUSIONS:
In conclusion, Peiminine inhibits lung inflammation and pulmonary fibrosis in a rat model of bleomycin-induced lung injury, by reducing circulating IFN-γ levels and inhibiting signal transduction pathways involving TGF-β, CTGF, ERK1/2, NF-κB and FasL.

Peiminine Dilution Calculator

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Preparing Stock Solutions of Peiminine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3275 mL 11.6377 mL 23.2753 mL 46.5506 mL 58.1883 mL
5 mM 0.4655 mL 2.3275 mL 4.6551 mL 9.3101 mL 11.6377 mL
10 mM 0.2328 mL 1.1638 mL 2.3275 mL 4.6551 mL 5.8188 mL
50 mM 0.0466 mL 0.2328 mL 0.4655 mL 0.931 mL 1.1638 mL
100 mM 0.0233 mL 0.1164 mL 0.2328 mL 0.4655 mL 0.5819 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Peiminine

Peiminine(Verticinone; Raddeanine) is a natural compound with anti-inflammatory activity. IC50 value: Target: Peiminine and DXS significantly reduced alveolar inflammation and pulmonary interstitial inflammation in rats with bleomycin-induced lung injury. peiminine inhibits lung inflammation and pulmonary fibrosis in a rat model of bleomycin-induced lung injury, by reducing circulating IFN-γ levels and inhibiting signal transduction pathways involving TGF-β, CTGF, ERK1/2, NF-κB and FasL.

References:
[1]. Guo H, et al. Peiminine ameliorates bleomycin-induced acute lung injury in rats. Mol Med Rep. 2013 Apr;7(4):1103-10.

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References on Peiminine

Antiallergic effects of peiminine through the regulation of inflammatory mediators in HMC-1 cells.[Pubmed:26121924]

Immunopharmacol Immunotoxicol. 2015;37(4):351-8.

Peiminine is the main biologically active component derived from Fritillaria ussuriensis. Peiminine was investigated in various pulmonary diseases, but its antiallergic effect and the related mechanism have not been reported yet. The present study aimed to evaluate the effect of Peiminine on mast cell-mediated allergic inflammation in HMC-1 cells. The pro-inflammatory cytokine production was measured using ELISA, reverse transcription-polymerase chain reaction and nuclear factor-kappaB (NF-kappaB), mitogen-activated protein kinases (MAPKs) pathway activation, as determined by Western blot analysis. Peiminine inhibits the production of the pro-inflammatory cytokine, such as interleukin (IL)-6, IL-8, tumor necrosis factor-alpha (TNF-alpha) and IL-1beta (IL-1beta). It was shown to have inhibitory effects on MAPKs phosphorylation and NF-B expression in human mast cells (HMC)-1 using Western blot. HMC-1 cells were observed for confirmation of histamine release. Passive cutaneous anaphylaxis (PCA) reactions were evaluated using an animal model and Peiminine demonstrated inhibitory effects on IgE-dependent anaphylaxis. These results suggest that Peiminine has regulatory potential for allergic inflammatory reactions mediated by HMC-1 cells.

The natural product peiminine represses colorectal carcinoma tumor growth by inducing autophagic cell death.[Pubmed:25935480]

Biochem Biophys Res Commun. 2015 Jun 19;462(1):38-45.

Autophagy is evolutionarily conservative in eukaryotic cells that engulf cellular long-lived proteins and organelles, and it degrades the contents through fusion with lysosomes, via which the cell acquires recycled building blocks for the synthesis of new molecules. In this study, we revealed that Peiminine induces cell death and enhances autophagic flux in colorectal carcinoma HCT-116 cells. We determined that Peiminine enhances the autophagic flux by repressing the phosphorylation of mTOR through inhibiting upstream signals. Knocking down ATG5 greatly reduced the Peiminine-induced cell death in wild-type HCT-116 cells, while treating Bax/Bak-deficient cells with Peiminine resulted in significant cell death. In summary, our discoveries demonstrated that Peiminine represses colorectal carcinoma cell proliferation and cell growth by inducing autophagic cell death.

Peiminine ameliorates bleomycin-induced acute lung injury in rats.[Pubmed:23404624]

Mol Med Rep. 2013 Apr;7(4):1103-10.

The aim of this study was to investigate whether or not Peiminine inhibits lung inflammation and pulmonary fibrosis in a rat model of bleomycin-induced lung injury. Rats were randomly divided into 4 groups. In 3 groups, intratracheal bleomycin (5 mg/kg) was used to induce acute lung injury, followed by administration of either carboxymethyl cellulose (control group, n=14), dexamethasone (DXS group, n=14) or Peiminine (Peiminine group, n=10). In the fourth group (sham-operated, n=12), normal saline was instilled instead of bleomycin, followed by administration of carboxymethyl cellulose. Drugs were administered intragastrically for 28 days. Lung sections were stained with hematoxylin and eosin (H&E) and Masson's trichrome, to grade the degree of alveolitis and pulmonary fibrosis. The lung index was calculated as the ratio of lung to body weight. Serum levels of interleukin-4 (IL-4), tumor necrosis factor-alpha (TNF-alpha) and interferon-gamma (IFN-gamma) were obtained using a radioimmunoassay. Immunocytochemical methods were employed to assess the expression of transforming growth factor-beta (TGF-beta), connective tissue growth factor (CTGF), NF-kappaB, extracellular signal-related kinase (ERK1/2), Fas and FasL in lung tissue. Peiminine and DXS significantly reduced alveolar inflammation and pulmonary interstitial inflammation in rats with bleomycin-induced lung injury. These protective effects were associated with significant (P<0.05) decreases in the levels of IFN-gamma in serum and of TGF-beta, CTGF, ERK1/2, NF-kappaB and FasL in lung tissue. No effects were observed on serum TNF-alpha or IL-4. In conclusion, Peiminine inhibits lung inflammation and pulmonary fibrosis in a rat model of bleomycin-induced lung injury, by reducing circulating IFN-gamma levels and inhibiting signal transduction pathways involving TGF-beta, CTGF, ERK1/2, NF-kappaB and FasL.

Description

Peiminine(Verticinone; Raddeanine) is a natural compound with anti-inflammatory activity.

Keywords:

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