Xanthoangelol B | CAS:132998-81-3 | Manufacturer ChemFaces

Xanthoangelol B

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Description:

Xanthoangelol B and its derivative PM-56 were shown to bind directly to SaeS and inhibit its histidine kinase activity, which suggests a possibility of a broad spectrum inhibitor of histidine kinases. Xanthoangelol B inhibited the phenylephrine-induced vasoconstriction most strongly, and the inhibitory mechanism of it on phenylephrine-induced vasoconstriction might involve the direct inhibition of smooth muscle functions through the reduction of [Ca2+]i elevation without affecting EDRF/NO production.

Targets:

Calcium Channel | NO | NMDA receptor

In vitro:

Planta Med. 2001 Apr;67(3):230-5.

Artery relaxation by chalcones isolated from the roots of Angelica keiskei.[Pubmed: 11345693 ]

METHODS AND RESULTS:
An EtOAc-soluble fraction from a 50% EtOH extract of the roots of Angelica keiskei inhibited phenylephrine-induced vasoconstriction in rat aortic rings, while an EtOAc-insoluble fraction had no effect at 100 micrograms/ml. Five active substances isolated from the EtOAc-soluble fraction of the roots were identified as xanthoangelol (1), 4-hydroxyderricin (2), and Xanthoangelol B (3), xanthoangelol E (4) and xanthoangelol F (5), which inhibited phenylephrine-induced vasoconstriction at the concentrations of 10-100 micrograms/ml. It was found that xanthoangelol (1), 4-hydroxyderricin (2), and xanthoangelols E (4) and F (5) inhibited the phenylephrine-induced vasoconstriction through endothelium-dependent endothelium-derived relaxing factor (EDRF) production and/or nitric oxide (NO) production. Among the five chalcones, Xanthoangelol B (3) inhibited the phenylephrine-induced vasoconstriction most strongly, and it inhibited the phenylephrine-induced vasoconstriction in the presence or absence of endothelium and in the presence or absence of NG-monomethyl-L-arginine (L-NMMA) (an NO synthetase inhibitor). Furthermore, 4-hydroxyderricin (2) and Xanthoangelol B (3) at concentrations of 10-100 micrograms/ml concentration-dependently inhibited the elevation of intracellular free calcium [Ca2+]i induced by phenylephrine.
CONCLUSIONS:
These results demonstrate that compounds 1, 2, 4 and 5 inhibit phenylephrine-induced vasoconstriction through endothelium-dependent production of EDRF/NO and/or through the reduction of the [Ca2+]i elevation induced by phenylephrine. On the other hand, the inhibitory mechanism of compound 3 on phenylephrine-induced vasoconstriction might involve the direct inhibition of smooth muscle functions through the reduction of [Ca2+]i elevation without affecting EDRF/NO production.

Xanthoangelol B Description

Source:	The roots of Angelica keiskei.
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.

Kinase Assay:

J Med Chem. 2018 Dec 13;61(23):10473-10487.

Total Synthesis of Xanthoangelol B and Its Various Fragments: Toward Inhibition of Virulence Factor Production of Staphylococcus aureus.[Pubmed: 30388007 ]

As an alternative strategy to fight antibiotic resistance, two-component systems (TCSs) have emerged as novel targets. Among TCSs, master virulence regulators that control the expression of multiple virulence factors are considered as excellent antivirulence targets. In Staphylococcus aureus, virulence factor expression is tightly regulated by a few master regulators, including the SaeRS TCS.
METHODS AND RESULTS:
In this study, we used a SaeRS GFP-reporter system to screen natural compound inhibitors of SaeRS, and identified Xanthoangelol B 1, a prenylated chalcone from Angelica keiskei as a hit. We have synthesized 1 and its derivative PM-56 and shown that 1 and PM-56 both had excellent inhibitory potency against the SaeRS TCS, as demonstrated by various in vitro and in vivo experiments.
CONCLUSIONS:
As a mode of action, 1 and PM-56 were shown to bind directly to SaeS and inhibit its histidine kinase activity, which suggests a possibility of a broad spectrum inhibitor of histidine kinases.

Product Name	Xanthoangelol B
Price:
CAS No.:	132998-81-3
Catalog No.:	CFN93557
Molecular Formula:	C₂₅H₂₈O₅
Molecular Weight:	408.49 g/mol
Purity:	>=98%
Type of Compound:	Chalcones
Physical Desc.:	Powder
Source:	The roots of Angelica keiskei.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Chalcones Compound Library NO Inhibitor Library Calcium Channel Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.448 mL	12.2402 mL	24.4804 mL	48.9608 mL	61.201 mL
5 mM	0.4896 mL	2.448 mL	4.8961 mL	9.7922 mL	12.2402 mL
10 mM	0.2448 mL	1.224 mL	2.448 mL	4.8961 mL	6.1201 mL
50 mM	0.049 mL	0.2448 mL	0.4896 mL	0.9792 mL	1.224 mL
100 mM	0.0245 mL	0.1224 mL	0.2448 mL	0.4896 mL	0.612 mL

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CFN92594	Ginsenoside Rh4	174721-08-5	620.9	C₃₆H₆₀O₈
CFN89379	5,8,9,14-Tetraacetoxy-3-benzoyloxy-10,15-dihydroxypepluane	219916-77-5	658.73	C₃₅H₄₆O₁₂