Angoroside C

CAS# 115909-22-3

Angoroside C

Catalog No. BCN4997----Order now to get a substantial discount!

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Quality Control of Angoroside C

Number of papers citing our products

Chemical structure

Angoroside C

3D structure

Chemical Properties of Angoroside C

Cas No. 115909-22-3 SDF Download SDF
PubChem ID 6444153 Appearance White powder
Formula C36H48O19 M.Wt 784.75
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility DMSO : 250 mg/mL (318.57 mM; Need ultrasonic)
Chemical Name [(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(3-hydroxy-4-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)COC4C(C(C(CO4)O)O)O)OCCC5=CC(=C(C=C5)OC)O)O)O)O)O
Standard InChIKey KLQXMRBGMLHBBQ-FUNGFBQYSA-N
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 Angoroside C

The roots of Scrophularia ningpoensis Hemsl.

Biological Activity of Angoroside C

DescriptionAngoroside C has anti-inflammatory effect , it can significantly inhibit LPS-induced PGE(2), NO and TNF-alpha in a concentration-dependent manner; it also exhibits cytotoxic and cytostatic activities against several kinds of cancer cells. Angoroside C has beneficial effects against ventricular remodeling, the mechanism is likely to be related to decreasing the level of Ang Ⅱ, attenuating the mRNA expressions of ET-1 and TGF-β1.
TargetsCOX | LOX | NO | TNF-α | PGE | MMP(e.g.TIMP) | TGF-β/Smad
In vitro

Phenylpropanoid glycosides from Scrophularia scorodonia: in vitro anti-inflammatory activity.[Pubmed: 15010262]

Life Sci. 2004 Apr 2;74(20):2515-26.

Five phenylpropanoid glycosides isolated from Scrophularia scorodonia L. (Scrophulariaceae), namely angoroside A (1), Angoroside C (2), angoroside D (3), acteoside (4) and isoacteoside (5), had been evaluated as potential inhibitors of some macrophage functions involved in the inflammatory process.
METHODS AND RESULTS:
These compounds have been tested in two experimental systems: ionophore-stimulated mouse peritoneal macrophages and human platelets serve as source of COX-1 and 5-LOX, and mouse peritoneal macrophages stimulated with E. coli LPS are the means of testing for COX-2, NO and TNF-alpha activity. None of compounds assayed had a significant effect on LTC(4)-release from calcium ionophore-stimulated mouse peritoneal macrophages. However, the release of PGE(2) by mouse peritoneal macrophages stimulated with calcium ionophore was inhibited by most of these compounds. In the TXB(2)-release assay, acteoside (4), angoroside A (1) and Angoroside C (2) showed a significant effect. These five compounds, except Angoroside C (2) significantly inhibited LPS-induced PGE(2), NO and TNF-alpha in a concentration-dependent manner. In LPS-stimulated macrophages, the phenylpropanoid glycoside Angoroside C (2) only had activity on NO.
CONCLUSIONS:
These results indicate that the pharmacology of these compounds may participate in the anti-inflammatory effect of Scrophularia scorodonia.

In vivo

The effect of angoroside C on pressure overload-induced ventricular remodeling in rats.[Pubmed: 26141756 ]

Phytomedicine. 2015 Jul 15;22(7-8):705-12.

Our previous study reveals that total rough extract of Radix Scrophulariae has a beneficial effect on ventricular remodeling. HYPOTHESIS: After carrying out a series of preliminary experiments, we speculated that Angoroside C may be the effective agent. STUDY DESIGN: After oral administration, the effect of Angoroside C on ventricular remodeling was evaluated by using a pressure-overloaded rat model, some related indexes were detected in vivo.
METHODS AND RESULTS:
A model of pressure overloaded ventricular remodeling was produced by abdominal aortic constriction (AAC) in rats. The sham-operated rats underwent an identical surgical procedure except for AAC. AAC rats were randomly divided into five groups: model control group, three Angoroside C treated groups (7.5, 15 and 30 mg·kg(-1)) and captopril treated group (40 mg·kg(-1)). The rats were orally administered with the corresponding drugs or drinking water for 4 weeks. The levels of blood pressure (BP), left ventricular weight index (LVWI) and heart weight index (HWI) were detected. Myocardium tissue was stained with hematoxylin and eosin or picric acid/sirius red for cardiomyocyte cross-section area or collagen content measurements respectively. The concentrations of angiotensin Ⅱ (Ang Ⅱ), hydroxyproline (Hyp), matrix metalloproteinase 2 (MMP-2), MMP-9 and tissue inhibitor of metalloproteinase-1 (TIMP-1) in myocardium or serum were determined. Real-time RT-PCR was performed to detect the mRNA expressions of endothelin 1 (ET-1), transforming growth factor β1 (TGF-β1). Angoroside C significantly reduced the BP, LVWI and HWI, decreased the content of Ang Ⅱ, Hyp, diminished cross sectional area of cardiomyocytes and ameliorated collagen deposition. Additionally, it markedly reduced collagen I and III expressions and regulated matrix metalloproteinase-2, 9 and inhibitors of metalloproteinase expressions. Angoroside C also down regulated the gene expressions of ET-1 and TGF-β1mRNA in myocardium.
CONCLUSIONS:
Angoroside C has beneficial effects against ventricular remodeling. The mechanism is likely to be related to decreasing the level of Ang Ⅱ, attenuating the mRNA expressions of ET-1 and TGF-β1.

Protocol of Angoroside C

Cell Research

Selective cytotoxic and cytostatic activity of some phenypropanoid glycosides.[Reference: WebLink]

Fitoterapia, 1997, 68(5):434-8.


METHODS AND RESULTS:
The cytotoxic and cytostatic activity of angoroside A, angoroside B, Angoroside C, poliumoside and (+)-syringaresinol O-β-D-glucopyranoside were investigated by the dye exclusion method using 3-[4,5-dimethylthiazol-2-yl]- 2,5-diphenyltetrazolium bromide (MTT). Caffeic acid-containing phenylpropanoid glycosides were found to exhibit activity against several kinds of cancer cells. However, they did not affect the growth and viability of primary-cultured rat hepatocytes.
CONCLUSIONS:
Study of the structure-activity relationship indicated that ortho-dihydroxy aromatic systems of phenylpropanoid glycosides are necessary for their cytotoxic and cytostatic activities.

Angoroside C Dilution Calculator

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Angoroside C Molarity Calculator

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Preparing Stock Solutions of Angoroside C

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.2743 mL 6.3715 mL 12.7429 mL 25.4858 mL 31.8573 mL
5 mM 0.2549 mL 1.2743 mL 2.5486 mL 5.0972 mL 6.3715 mL
10 mM 0.1274 mL 0.6371 mL 1.2743 mL 2.5486 mL 3.1857 mL
50 mM 0.0255 mL 0.1274 mL 0.2549 mL 0.5097 mL 0.6371 mL
100 mM 0.0127 mL 0.0637 mL 0.1274 mL 0.2549 mL 0.3186 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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References on Angoroside C

Phenylpropanoid glycosides from Scrophularia scorodonia: in vitro anti-inflammatory activity.[Pubmed:15010262]

Life Sci. 2004 Apr 2;74(20):2515-26.

Five phenylpropanoid glycosides isolated from Scrophularia scorodonia L. (Scrophulariaceae), namely angoroside A (1), Angoroside C (2), angoroside D (3), acteoside (4) and isoacteoside (5), had been evaluated as potential inhibitors of some macrophage functions involved in the inflammatory process. These compounds have been tested in two experimental systems: ionophore-stimulated mouse peritoneal macrophages and human platelets serve as source of COX-1 and 5-LOX, and mouse peritoneal macrophages stimulated with E. coli LPS are the means of testing for COX-2, NO and TNF-alpha activity. None of compounds assayed had a significant effect on LTC(4)-release from calcium ionophore-stimulated mouse peritoneal macrophages. However, the release of PGE(2) by mouse peritoneal macrophages stimulated with calcium ionophore was inhibited by most of these compounds. In the TXB(2)-release assay, acteoside (4), angoroside A (1) and Angoroside C (2) showed a significant effect. These five compounds, except Angoroside C (2) significantly inhibited LPS-induced PGE(2), NO and TNF-alpha in a concentration-dependent manner. In LPS-stimulated macrophages, the phenylpropanoid glycoside Angoroside C (2) only had activity on NO. These results indicate that the pharmacology of these compounds may participate in the anti-inflammatory effect of Scrophularia scorodonia.

The effect of angoroside C on pressure overload-induced ventricular remodeling in rats.[Pubmed:26141756]

Phytomedicine. 2015 Jul 15;22(7-8):705-12.

BACKGROUND: Our previous study reveals that total rough extract of Radix Scrophulariae has a beneficial effect on ventricular remodeling. HYPOTHESIS: After carrying out a series of preliminary experiments, we speculated that Angoroside C may be the effective agent. STUDY DESIGN: After oral administration, the effect of Angoroside C on ventricular remodeling was evaluated by using a pressure-overloaded rat model, some related indexes were detected in vivo. METHODS: A model of pressure overloaded ventricular remodeling was produced by abdominal aortic constriction (AAC) in rats. The sham-operated rats underwent an identical surgical procedure except for AAC. AAC rats were randomly divided into five groups: model control group, three Angoroside C treated groups (7.5, 15 and 30 mg.kg(-1)) and captopril treated group (40 mg.kg(-1)). The rats were orally administered with the corresponding drugs or drinking water for 4 weeks. The levels of blood pressure (BP), left ventricular weight index (LVWI) and heart weight index (HWI) were detected. Myocardium tissue was stained with hematoxylin and eosin or picric acid/sirius red for cardiomyocyte cross-section area or collagen content measurements respectively. The concentrations of angiotensin (Ang ), hydroxyproline (Hyp), matrix metalloproteinase 2 (MMP-2), MMP-9 and tissue inhibitor of metalloproteinase-1 (TIMP-1) in myocardium or serum were determined. Real-time RT-PCR was performed to detect the mRNA expressions of endothelin 1 (ET-1), transforming growth factor beta1 (TGF-beta1). RESULTS: Angoroside C significantly reduced the BP, LVWI and HWI, decreased the content of Ang , Hyp, diminished cross sectional area of cardiomyocytes and ameliorated collagen deposition. Additionally, it markedly reduced collagen I and III expressions and regulated matrix metalloproteinase-2, 9 and inhibitors of metalloproteinase expressions. Angoroside C also down regulated the gene expressions of ET-1 and TGF-beta1mRNA in myocardium. CONCLUSION: Angoroside C has beneficial effects against ventricular remodeling. The mechanism is likely to be related to decreasing the level of Ang , attenuating the mRNA expressions of ET-1 and TGF-beta1.

Description

Angoroside C, a phenylpropanoid glycoside isolated from Radix Scrophulariae, has beneficial effects against ventricular remodeling.

Keywords:

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