Fraxamoside | CAS:326594-34-7 | Manufacturer ChemFaces

Fraxamoside

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Size /Price /Stock	10 mM * 1 mL in DMSO / Inquiry
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Description:

Fraxamoside is a xanthine oxidase inhibitor (XOI) comparable in potency in vitro to the standard antigout drug allopurinol. It shows significant free radical scavenging effect against DPPH(EC50=62.6 uM).

Targets:

Xanthine oxidase

In vitro:

Anticancer Agents Med Chem. 2014;14(10):1376-85.

Antioxidant activity and chemical components as potential anticancer agents in the olive leaf (Olea europaea L. cv Leccino.) decoction.[Pubmed: 25102361]

Epidemiological studies have shown that a reduced risk of chronic diseases such as cancer and cardiovascular diseases is correlated with a regular consumption of fruits and vegetable, many of which are rich in polyphenols. The additive and synergistic effect of phytochemicals in fruits and vegetables may reduce chronic diseases related to oxidative stress in human body. Olea europaea L. leaf are rich in phenolic components, which have been proposed to play a role in cancer prevention.
METHODS AND RESULTS:
The purpose of this study was to identify the main components in the Olea europaea L. leaf (cv. Leccino) preserved during the decoction preparation, in order to delineate the antioxidant activities of the crude extracts and its isolated compounds by using different in vitro assays including DPPH radicalscavenging capacity, total antioxidant capacity (TAC), xanthine oxidase (XO) inhibitory effect and the ability to delay the linoleic acid peroxidation process (ALP). The aqueous decoction was partitioned obtaining four extracts and the n-butanol extract showed the highest antioxidant activity and the highest total phenolic content. Phytochemical investigation leads to the isolation of thirteen secondary metabolites including simple phenolics, flavonoids, secoiridoids whose structures were elucidated by spectroscopic data (1D and 2D NMR) and spectrometric techniques. A significant free radical scavenging effect against DPPH has been evidenced in Fraxamoside (1) (EC50 62.6 µM) and taxifolin (5) (EC50 50.0 µM), isolated for the first time from the water decoction. The most active compound in the TAC evaluation, was the 3,4 dihydro-phenyl glycol (8) (0.90 caffeic acid equiv.) while taxifolin and Fraxamoside resulted as the most efficient inhibitors of XO activity (IC50 2.7 and 5.2 µM, respectively). Secoxyloganin (4), oleuropein (2) and tyrosol (6) showed the highest ALP activity.
CONCLUSIONS:
This study adds to the growing body of data supporting the bioactivities of phytochemicals and their potential impact on human health.

Fraxamoside Description

Source:	The herbs of Olea europaea L.
Solvent:	DMSO, Pyridine, Methanol, Ethanol, 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.

Kinase Assay:

J Enzyme Inhib Med Chem. 2017 Dec;32(1):345-354.

Structure-activity relationships of fraxamoside as an unusual xanthine oxidase inhibitor.[Pubmed: 28097900]

Fraxamoside, a macrocyclic secoiridoid glucoside featuring a hydroxytyrosol group, was recently identified as a xanthine oxidase inhibitor (XOI) comparable in potency in vitro to the standard antigout drug allopurinol. However, this activity and its considerably higher value than its derivatives oleuropein, oleoside 11-methyl ester, and hydroxytyrosol are not explained by structure-activity relationships (SARs) of known XOIs.
METHODS AND RESULTS:
To exclude allosteric mechanisms, we first determined the inhibition kinetic of Fraxamoside. The resulting competitive mechanism prompted a computational SAR characterization, combining molecular docking and dynamics, which fully explained the behavior of Fraxamoside and its derivatives, attributed the higher activity of the former to conformational properties of its macrocycle, and showed a substantial contribution of the glycosidic moiety to binding, in striking contrast with glycoside derivatives of most other XOIs.
CONCLUSIONS:
Overall, Fraxamoside emerged as a lead compound for a new class of XOIs potentially characterized by reduced interference with purine metabolism.

Product Name	Fraxamoside
Price:
CAS No.:	326594-34-7
Catalog No.:	CFN98417
Molecular Formula:	C₂₅H₃₀O₁₃
Molecular Weight:	538.5 g/mol
Purity:	>=98%
Type of Compound:	Iridoids
Physical Desc.:	Powder
Source:	The herbs of Olea europaea L.
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

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

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.857 mL	9.2851 mL	18.5701 mL	37.1402 mL	46.4253 mL
5 mM	0.3714 mL	1.857 mL	3.714 mL	7.428 mL	9.2851 mL
10 mM	0.1857 mL	0.9285 mL	1.857 mL	3.714 mL	4.6425 mL
50 mM	0.0371 mL	0.1857 mL	0.3714 mL	0.7428 mL	0.9285 mL
100 mM	0.0186 mL	0.0929 mL	0.1857 mL	0.3714 mL	0.4643 mL

CFN93652	7-O-ethyl-morroniside	945721-10-8	434.4	C₁₉H₃₀O₁₁
CFN99838	Oleoside	178600-68-5	390.3	C₁₆H₂₂O₁₁
CFN98996	Secoxyloganin	58822-47-2	404.4	C₁₇H₂₄O₁₁
CFN91892	Methyloleoside	60539-23-3	404.37	C₁₇H₂₄O₁₁
CFN97229	Secoxyloganin methyl ester	74713-15-8	418.4	C₁₈H₂₆O₁₁
CFN97683	Secologanin dimethyl acetal	77988-07-9	434.44	C₁₉H₃₀O₁₁
CFN98159	Cornuside	131189-57-6	542.49	C₂₄H₃₀O₁₄
CFN90972	Depressine	176182-06-2	688.63	C₃₀H₄₀O₁₈
CFN95365	7-O-(4-beta-D-glucopyranosyloxy-3-methoxybenzoyl)secologanolic acid	469899-55-6	688.6	C₃₀H₄₀O₁₈
CFN95374	New compound 13	N/A	718.7	C₃₁H₄₂O₁₉