Nodakenin CAS NO.495-31-8

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Nodakenin
495-31-8
standard supplier in China

Quick Details

ProName: Nodakenin
CasNo: 495-31-8
Molecular Formula: C20H24O9=408.40
Appearance: detailed see specifications
Application: analysis,activity test,Botanical Refer...
DeliveryTime: 1-3?working?days?after?confirming?the?...
PackAge: According to the clients requirement.
Port: China main port
ProductionCapacity: 1 Metric Ton/Day
Purity: ≥98%
Storage: Store at 2~8°C
Transportation: by air or by ocean shipping
LimitNum: 10 Milligram
Plant of Origin: Chinese herbal medicine
Testing Method: NMR/MS/HPLC
Product Ecification: 1mg-1kg
Heavy Metal: <10ppm
Voluntary Standards: company standard
Storage: Store in dry, dark and ventilated plac...
PackAge: Brown vial HDPE plastic bottle

Superiority

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

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.

Details

Chemical Properties of Nodakenin

Cas No.	495-31-8
PubChem ID	73191	Appearance	White powder
Formula	C₂₀H₂₄O₉	M.Wt	408.40
Type of Compound	Coumarins	Storage	Desiccate at -20°C
Synonyms	(+)-Marmesinin; Nodakenetin β-D-glucopyranoside
Solubility	Soluble in methan
Chemical Name	(2R)-2-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-2,3-dihydrofuro[3,2-g]chromen-7-one
SMILES	CC(C)(C1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)OC4C(C(C(C(O4)CO)O)O)O
Standard InChIKey	HXCGUCZXPFBNRD-DNLMCPORSA-N
Standard InChI	InChI=1S/C20H24O9/c1-20(2,29-19-18(25)17(24)16(23)13(8-21)28-19)14-6-10-5-9-3-4-15(22)27-11(9)7-12(10)26-14/h3-5,7,13-14,16-19,21,23-25H,6,8H2,1-2H3/t13-,14-,16-,17+,18-,19+/m1/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 Nodakenin

The root of Angelica biserrata (Shan et Yuan) Yuan et Shan.

Biological Activity of Nodakenin

Description	Nodakenin acts as an AChE inhibitor that inhibits AChE activity in a dosedependent manner with an IC50 value of 84.7 μM. Nodakenin possesses neuroprotective, anti-allergic, antiaggregatory, antibacterial, and memory -enhancing effects. Nodakenin down-regulates the expression of the proinflammatory iNOS, COX-2, TNF-α, IL-6, and IL-1β genes in macrophages by interfering with the activation of TRAF6, thus preventing NF-κB activation.
Targets	NOS \| COX \| TNF-α \| IL Receptor \| p65 \| NF-kB \| IkB \| NO \| PGE \| Antifection \| IKK \| TRAF6 \| AChE
In vitro	Nodakenin suppresses lipopolysaccharide-induced inflammatory responses in macrophage cells by inhibiting tumor necrosis factor receptor-associated factor 6 and nuclear factor-κB pathways and protects mice from lethal endotoxin shock.[Pubmed: 22637723] J Pharmacol Exp Ther. 2012 Sep;342(3):654-64. Nodakenin, a coumarin isolated from the roots of Angelicae gigas, has been reported to possess neuroprotective, antiaggregatory, antibacterial, and memory-enhancing effects. METHODS AND RESULTS: In the present study, we investigated the anti-inflammatory effects of Nodakenin by examining its in vitro inhibitory effects on inducible nitric-oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and proinflammatory cytokines in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages and mouse peritoneal macrophages and its in vivo effects on LPS-induced septic shock in mice. Our results indicate that Nodakenin concentration-dependently inhibits iNOS and COX-2 at the protein, mRNA, and promoter binding levels, and these inhibitions cause attendant decreases in the production of nitric oxide (NO) and prostaglandin E? (PGE?). Furthermore, we found that Nodakenin inhibits the production and mRNA expression of tumor necrosis factor-α (TNF-α), interleukin (IL)-6, and IL-1β induced by LPS. Molecular data revealed that Nodakenin suppressed the transcriptional activity and translocation of nuclear factor-κB (NF-κB) by inhibiting inhibitory κB-α degradation and IκB kinase-α/β phosphorylation. In addition, Nodakenin was found to significantly inhibit the LPS-induced binding of transforming growth factor-β-activated kinase 1 to tumor necrosis factor receptor-associated factor 6 (TRAF6) by reducing TRAF6 ubiquitination. Pretreatment with Nodakenin reduced the serum levels of NO, PGE?, and proinflammatory cytokines and increased the survival rate of mice with LPS-induced endotoxemia. CONCLUSIONS: Taken together, our data suggest that Nodakenin down-regulates the expression of the proinflammatory iNOS, COX-2, TNF-α, IL-6, and IL-1β genes in macrophages by interfering with the activation of TRAF6, thus preventing NF-κB activation.
In vivo	The effects of nodakenin on airway inflammation, hyper-responsiveness and remodeling in a murine model of allergic asthma.[Pubmed: 25090633] Immunopharmacol Immunotoxicol. 2014 Oct;36(5):341-8. Nodakenin is a major coumarin glucoside in the root of Peucedanum decursivum Maxim, a commonly used traditional Chinese medicine for the treatment of asthma and chronic bronchitis for thousands of years. In this work, the anti-asthma potential of Nodakenin was studied by investigation of its effect to suppress airway inflammation, hyper-responsiveness and remodeling in a murine model of chronic asthma. METHODS AND RESULTS: BALB/c mice sensitized to ovalbumin (OVA) were challenged with aerosolized OVA for 8 weeks, orally administered with Nodakenin at doses of 5, 10 and 20 mg/kg before each OVA challenge. Compared with the model group, Nodakenin treatment markedly inhibited airway inflammation, hyper-responsiveness and remodeling, showing improvement in subepithelial fibrosis, smooth muscle hypertrophy, and goblet cell hyperplasia, and decreased levels of interleukin (IL)-4, IL-5, IL-13 and matrix metalloproteinase-2/-9 in bronchoalveolar lavage fluid, and the level of OVA-specific IgE in serum. In addition, the NF-κB DNA-binding activity in lung tissues was also reduced by Nodakenin treatment. CONCLUSIONS: These data indicated that Nodakenin might mitigate the development of chronic experimental allergic asthma. Nodakenin, a coumarin compound, ameliorates scopolamine-induced memory disruption in mice.[Pubmed: 17382968 ] Life Sci. 2007 May 1;80(21):1944-50. Nodakenin is a coumarin compound initially isolated from the roots of Angelica gigas. METHODS AND RESULTS: In the present study, we investigated the effects of Nodakenin on learning and memory impairments induced by scopolamine (1 mg/kg, i.p.) using the passive avoidance test, the Y-maze test, and the Morris water maze test in mice. Nodakenin (10 mg/kg, p.o.) administration significantly reversed scopolamine-induced cognitive impairments in the passive avoidance test and the Y-maze test (P<0.05), and also reduced escape latency during training in the Morris water maze test (P<0.05). Moreover, swimming times and distances within the target zone of the Morris water maze were greater in the Nodakenin-treated group than in the scopolamine-treated group (P<0.05). In an in vitro study, Nodakenin was found to inhibit acetylcholinesterase activity in a dose-dependent manner (IC(50)=84.7 microM). In addition, Nodakenin was also found to inhibit acetylcholinesterase activity for 6 h in an ex-vivo study. CONCLUSIONS: These results suggest that Nodakenin may be a useful for the treatment of cognitive impairment, and that its beneficial effects are mediated, in part, via the enhancement of cholinergic signaling.

Protocol of Nodakenin

Kinase Assay

Anti-Allergic Effects of Nodakenin in IgE/Ag-Induced Type I Hypersensitivity.[Reference: WebLink]

Journal of Life Science,2011,21(12):1721-5.

Mast cells are major effector cells associated with allergic responses. They are activated through the release of histamine, arachidonic acid, and proinflammatory cytokines.
METHODS AND RESULTS:
We investigated the effect of Nodakenin, derived from the roots of Angelica gigas Nakai, on mast cell degranulation and on an allergic response in an animal model. We also investigated the effect of Nodakenin on expression of multiple cytokines. Nodakenin suppressed the release of β-hexosaminidase, a marker of degranulation, as well as the expression of interleukin IL-4 and TNF-α mRNA. Nodakenin inhibited the passive cutaneous anaphylaxis (PCA) reaction in ICR mice in a dose-dependent manner.
CONCLUSIONS:
These results suggest that Nodakenin can inhibit mast cell degranulation through the inhibition of IL-4 and TNF-α mRNA expression, and that Nodakenin may potentially serve as an anti-allergic agent.

Animal Research

Inhibitory effects of nodakenin on the airway inflammation and NF-κB signaling pathway in a murine asthmatic model.[Reference: WebLink]

Effect of nodakenin on atopic dermatitis-like skin lesions.[Pubmed: 25209505]

Biosci Biotechnol Biochem. 2014;78(9):1568-71.

Nodakenin, derived from the roots of Angelica gigas Nakai, is an important natural resource and medicinal material with anti-allergic and anti- inflammatory activities. We have previously shown that Nodakenin inhibits IgE/Ag-induced degranulation in mast cells.
METHODS AND RESULTS:
In this study, we investigated the inhibitory effect of Nodakenin on 2,4-dinitrochlorobenzene (DNCB)-induced atopic dermatitis (AD)- like skin lesions in ICR mice. Scratching behavior, skin severity score, blood IgE level, and skin thickness were improved in DNCB-induced AD-like ICR mice. Our results showed that Nodakenin suppressed the increase of AD-like skin lesions in ICR mice.
CONCLUSIONS:
These results suggest that Nodakenin may be a potential therapeutic resource for AD as well as an adjunctive agent to control itching associated with AD.

Basic & Clinical Medicine, 2014 , 34 (5) :690-4.

To observe the effects of Nodakenin on airway inflammation in a mouse model of allergic asthma.
METHODS AND RESULTS:
BALB / c mice were assigned randomly to one of the following four experimental groups: control, model,Nodakenin and dexamethasone. All test mice were sensitized and challenged by OVA to induce airway inflammation. One hour before OVA challenge,Nodakenin group was intragastrically administered with Nodakenin at a dose of 10 mg / kg,and dexamethasone group was intraperitoneally injected with dexamethasone a dose of 1 mg / kg. Airway responsiveness was measured by a lung function analysis systems. The number of total leukocytes in BALF was counted using a hemocytometer,and differential cells were counted using Diff-Quick-stained smears. Histopathology of lung tissue was analyzed by Hematoxylin-eosin staining. Levels of inflammatory mediators in serum or BALFs were measured by ELISA. The activity and expression of proteins in NF-κB signaling pathway was respectively evaluated by EMSA and western blot analysis. Compared with control group,the model groupexhibited obvious airway inflammation,airway reactivity was significantly increased,the level of total cells and differential cells was significantly increased,levels of IL-4,IL-5,IL-13,IgE were significantly increased,levels of nuclear P65 and p-P65 protein was significantly enhanced,level of cytoplasmic P65 and IκBα protein was significantly decreased,and the NF-κB DNA binding activity was significantly increased. Compared with model group, Nodakenin significantly suppressed airway inflammation,airway hyperreactivity,reduced levels of IL-4,IL-5 and IL-13 in BALF,and IgE in serum,decreased levels of nuclear P65 and p-P65 protein,increased cytoplasmic P65 and IκBα protein,and increased the NF-κB DNA binding activity.
CONCLUSIONS:
Nodakenin efficiently inhibits antigen-induced airway inflammation in asthmatic mouse.

Preparing Stock Solutions of Nodakenin

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.4486 mL	12.2429 mL	24.4858 mL	48.9716 mL	61.2145 mL
5 mM	0.4897 mL	2.4486 mL	4.8972 mL	9.7943 mL	12.2429 mL
10 mM	0.2449 mL	1.2243 mL	2.4486 mL	4.8972 mL	6.1214 mL
50 mM	0.049 mL	0.2449 mL	0.4897 mL	0.9794 mL	1.2243 mL
100 mM	0.0245 mL	0.1224 mL	0.2449 mL	0.4897 mL	0.6121 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.

References on Nodakenin

Nodakenin, a coumarin compound, ameliorates scopolamine-induced memory disruption in mice.[Pubmed:17382968]

Life Sci. 2007 May 1;80(21):1944-50.

Nodakenin is a coumarin compound initially isolated from the roots of Angelica gigas. In the present study, we investigated the effects of Nodakenin on learning and memory impairments induced by scopolamine (1 mg/kg, i.p.) using the passive avoidance test, the Y-maze test, and the Morris water maze test in mice. Nodakenin (10 mg/kg, p.o.) administration significantly reversed scopolamine-induced cognitive impairments in the passive avoidance test and the Y-maze test (P<0.05), and also reduced escape latency during training in the Morris water maze test (P<0.05). Moreover, swimming times and distances within the target zone of the Morris water maze were greater in the Nodakenin-treated group than in the scopolamine-treated group (P<0.05). In an in vitro study, Nodakenin was found to inhibit acetylcholinesterase activity in a dose-dependent manner (IC(50)=84.7 microM). In addition, Nodakenin was also found to inhibit acetylcholinesterase activity for 6 h in an ex-vivo study. These results suggest that Nodakenin may be a useful for the treatment of cognitive impairment, and that its beneficial effects are mediated, in part, via the enhancement of cholinergic signaling.

Effect of nodakenin on atopic dermatitis-like skin lesions.[Pubmed:25209505]

Biosci Biotechnol Biochem. 2014;78(9):1568-71.

Nodakenin, derived from the roots of Angelica gigas Nakai, is an important natural resource and medicinal material with anti-allergic and anti- inflammatory activities. We have previously shown that Nodakenin inhibits IgE/Ag-induced degranulation in mast cells. In this study, we investigated the inhibitory effect of Nodakenin on 2,4-dinitrochlorobenzene (DNCB)-induced atopic dermatitis (AD)- like skin lesions in ICR mice. Scratching behavior, skin severity score, blood IgE level, and skin thickness were improved in DNCB-induced AD-like ICR mice. Our results showed that Nodakenin suppressed the increase of AD-like skin lesions in ICR mice. These results suggest that Nodakenin may be a potential therapeutic resource for AD as well as an adjunctive agent to control itching associated with AD.

Nodakenin suppresses lipopolysaccharide-induced inflammatory responses in macrophage cells by inhibiting tumor necrosis factor receptor-associated factor 6 and nuclear factor-kappaB pathways and protects mice from lethal endotoxin shock.[Pubmed:22637723]

J Pharmacol Exp Ther. 2012 Sep;342(3):654-64.

Nodakenin, a coumarin isolated from the roots of Angelicae gigas, has been reported to possess neuroprotective, antiaggregatory, antibacterial, and memory-enhancing effects. In the present study, we investigated the anti-inflammatory effects of Nodakenin by examining its in vitro inhibitory effects on inducible nitric-oxide synthase (iNOS), cyclooxygenase-2 (COX-2), and proinflammatory cytokines in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages and mouse peritoneal macrophages and its in vivo effects on LPS-induced septic shock in mice. Our results indicate that Nodakenin concentration-dependently inhibits iNOS and COX-2 at the protein, mRNA, and promoter binding levels, and these inhibitions cause attendant decreases in the production of nitric oxide (NO) and prostaglandin E(2) (PGE(2)). Furthermore, we found that Nodakenin inhibits the production and mRNA expression of tumor necrosis factor-alpha (TNF-alpha), interleukin (IL)-6, and IL-1beta induced by LPS. Molecular data revealed that Nodakenin suppressed the transcriptional activity and translocation of nuclear factor-kappaB (NF-kappaB) by inhibiting inhibitory kappaB-alpha degradation and IkappaB kinase-alpha/beta phosphorylation. In addition, Nodakenin was found to significantly inhibit the LPS-induced binding of transforming growth factor-beta-activated kinase 1 to tumor necrosis factor receptor-associated factor 6 (TRAF6) by reducing TRAF6 ubiquitination. Pretreatment with Nodakenin reduced the serum levels of NO, PGE(2), and proinflammatory cytokines and increased the survival rate of mice with LPS-induced endotoxemia. Taken together, our data suggest that Nodakenin down-regulates the expression of the proinflammatory iNOS, COX-2, TNF-alpha, IL-6, and IL-1beta genes in macrophages by interfering with the activation of TRAF6, thus preventing NF-kappaB activation.

The effects of nodakenin on airway inflammation, hyper-responsiveness and remodeling in a murine model of allergic asthma.[Pubmed:25090633]

Immunopharmacol Immunotoxicol. 2014 Oct;36(5):341-8.

CONTEXT: Nodakenin is a major coumarin glucoside in the root of Peucedanum decursivum Maxim, a commonly used traditional Chinese medicine for the treatment of asthma and chronic bronchitis for thousands of years. OBJECTIVE: In this work, the anti-asthma potential of Nodakenin was studied by investigation of its effect to suppress airway inflammation, hyper-responsiveness and remodeling in a murine model of chronic asthma. MATERIALS AND METHODS: BALB/c mice sensitized to ovalbumin (OVA) were challenged with aerosolized OVA for 8 weeks, orally administered with Nodakenin at doses of 5, 10 and 20 mg/kg before each OVA challenge. RESULTS: Compared with the model group, Nodakenin treatment markedly inhibited airway inflammation, hyper-responsiveness and remodeling, showing improvement in subepithelial fibrosis, smooth muscle hypertrophy, and goblet cell hyperplasia, and decreased levels of interleukin (IL)-4, IL-5, IL-13 and matrix metalloproteinase-2/-9 in bronchoalveolar lavage fluid, and the level of OVA-specific IgE in serum. In addition, the NF-kappaB DNA-binding activity in lung tissues was also reduced by Nodakenin treatment. CONCLUSIONS: These data indicated that Nodakenin might mitigate the development of chronic experimental allergic asthma.

Description

Nodakenin is a major coumarin glucoside in the root of Peucedanum decursivum Maxim. Nodakenin inhibits acetylcholinesterase (AChE) activity with an IC50 of 84.7 μM.

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