Morachalcone A | CAS:76472-88-3 | Manufacturer ChemFaces

Morachalcone A

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Description:

Morachalcone A displays significant tyrosinase inhibitory activity (IC50, 0.013 uM); it also exerts strong pancreatic lipase inhibition with IC 50 value of 6.2 uM. Morachalcone A exhibits neuroprotective effects on HT22-immortalized hippocampal cells against glutamate-induced oxidative stress, with EC50 values of 35.5±2.1 uM. It exhibits potent inhibitory activity on nitric oxide production in RAW264.7 LPS-activated mouse macrophage cells with IC50 value of 16.4 microM.

Targets:

Tyrosinase | NO

In vitro:

J Med Food. 2015 Apr;18(4):403-8.

Neuroprotective effect of prenylated arylbenzofuran and flavonoids from morus alba fruits on glutamate-induced oxidative injury in HT22 hippocampal cells.[Pubmed: 25514545]

A prenylated arylbenzofuran and six flavonoids were isolated from the fruits of Morus alba L. through silica gel, octadecyl silica gel, and Diaion HP-20 column chromatography.
METHODS AND RESULTS:
Based on the nuclear magnetic resonance, mass spectrometry, and infrared spectroscopic data, the chemical structures of the compounds were determined to be artoindonesianin O (1), isobavachalcone (2), Morachalcone A (3), quercetin (4), astragalin (5), isoquercetin (6), and rutin (7). The isolated compounds were evaluated for protection of HT22-immortalized hippocampal cells against glutamate-induced oxidative stress.
CONCLUSIONS:
Compounds 1 and 3 exhibited protective effects with EC(50) values of 19.7±1.2 and 35.5±2.1 μM, respectively. The major compounds 1-3 and 7 were quantified using liquid chromatography/mass spectrometry analysis and were determined to be 1.88±2.1, 1.90±1.8, 0.78±1.5, and 37.29±2.2 mg/kg, respectively, in the ethanol extract of M. alba L. fruits.

J Nat Prod. 2012 Nov 26;75(11):1951-5.

Tyrosinase inhibitors from the wood of Artocarpus heterophyllus.[Pubmed: 23113717 ]

METHODS AND RESULTS:
From the methanolic-soluble extract of the wood of Artocarpus heterophyllus, four new flavones, artocarmins A-D (1-4), and three new chalcones, artocarmitins A-C (5-7), have been isolated together with 13 known compounds. Their structures were determined on the basis of the spectroscopic data.
CONCLUSIONS:
Compounds 1-4, 6, 7, 9-16, and 20 displayed significant tyrosinase inhibitory activity. The most active compound, Morachalcone A (12) (IC50, 0.013 μM), was 3000 times more active as a tyrosinase inhibitor than a positive control, kojic acid (IC50, 44.6 μM).

Morachalcone A Description

Source:	The roots of Morus alba.
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:

Bioorg Med Chem Lett. 2015 Jun 1;25(11):2269-74.

Pancreatic lipase inhibitory constituents from Morus alba leaves and optimization for extraction conditions.[Pubmed: 25935644]

The leaves of Morus alba (Moraceae) have been traditionally used for the treatment of metabolic diseases including diabetes and hyperlipidemia. Thus, inhibitory effect of M. alba leaves on pancreatic lipase and their active constituents were investigated in this study.
METHODS AND RESULTS:
Twenty phenolic compounds including ten flavonoids, eight benzofurans, one stilbene and one chalcones were isolated from the leaves of M. alba. Among the isolated compounds, Morachalcone A (20) exerted strong pancreatic lipase inhibition with IC50 value of 6.2μM. Other phenolic compounds containing a prenyl group showed moderate pancreatic lipase inhibition with IC50 value of <50μM. Next, extraction conditions with maximum pancreatic lipase inhibition and phenolic content were optimized using response surface methodology with three-level-three-factor Box-Behnken design.
CONCLUSIONS:
Our results suggested the optimized extraction condition for maximum pancreatic lipase inhibition and phenolic content as ethanol concentration of 74.9%; temperature 57.4°C and sample/solvent ratio, 1/10. The pancreatic lipase inhibition and total phenolic content under optimized condition were found to be 58.5% and 26.2μg GAE (gallic acid equivalent)/mg extract, respectively, which were well matched with the predicted value.

Structure Identification:

J Nat Prod. 2006 Apr;69(4):719-21.

Prenylated flavonoids from the heartwood of Artocarpus communis with inhibitory activity on lipopolysaccharide-induced nitric oxide production.[Pubmed: 16643064 ]

METHODS AND RESULTS:
A new prenylated chalcone, 3' ',3' '-dimethylpyrano[3',4']2,4,2'-trihydroxychalcone (1), was isolated from the heartwood of Artocarpus communis. Two flavonoid derivatives, (-)-cycloartocarpin (9) and (-)-cudraflavone A (10), were isolated as new isomers. In addition, eight known flavonoids, isobacachalcone (2), Morachalcone A (3), gemichalcones B (4) and C (5), artocarpin (6), cudraflavone C (7), licoflavone C (8), and (2S)-euchrenone a(7) (11), were isolated and identified from this plant for the first time.
CONCLUSIONS:
Compounds 1-4, 6, and 11 exhibited potent inhibitory activity on nitric oxide production in RAW264.7 LPS-activated mouse macrophage cells with IC(50) values of 18.8, 6.4, 16.4, 9.3, 18.7, and 12.3 microM, respectively. The structure of compound 1 was elucidated by spectroscopic data analysis, including 1D and 2D NMR experiments.

Product Name	Morachalcone A
Price:
CAS No.:	76472-88-3
Catalog No.:	CFN97241
Molecular Formula:	C₂₀H₂₀O₅
Molecular Weight:	340.4 g/mol
Purity:	>=98%
Type of Compound:	Chalcones
Physical Desc.:	Yellow powder
Source:	The roots of Morus alba.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, 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	Anti-inflammatory Compound Library Inhibitors Compound Library Neuroprotection Compound Library Food additives Compound Library Chalcones Compound Library Tyrosinase Inhibitor Library NO Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.9377 mL	14.6886 mL	29.3772 mL	58.7544 mL	73.443 mL
5 mM	0.5875 mL	2.9377 mL	5.8754 mL	11.7509 mL	14.6886 mL
10 mM	0.2938 mL	1.4689 mL	2.9377 mL	5.8754 mL	7.3443 mL
50 mM	0.0588 mL	0.2938 mL	0.5875 mL	1.1751 mL	1.4689 mL
100 mM	0.0294 mL	0.1469 mL	0.2938 mL	0.5875 mL	0.7344 mL

CFN92221	Bavachalcone	28448-85-3	324.4	C₂₀H₂₀O₄
CFN98046	4'-O-Methylbroussochalcone B	20784-60-5	338.4	C₂₁H₂₂O₄
CFN98593	Isobavachalcone	20784-50-3	324.37	C₂₀H₂₀O₄
CFN92015	Desmethylxanthohumol	115063-39-3	340.4	C₂₀H₂₀O₅
CFN91405	Dihydroxanthohumol	102448-00-0	356.4	C₂₁H₂₄O₅
CFN98958	Xanthohumol	569-83-5; 6754-58-1	354.4	C₂₁H₂₂O₅
CFN98328	Xanthohumol D	274675-25-1	370.4	C₂₁H₂₂O₆
CFN92227	Corylifol B	775351-90-1	340.4	C₂₀H₂₀O₅
CFN97241	Morachalcone A	76472-88-3	340.4	C₂₀H₂₀O₅
CFN92006	Kuraridine	34981-25-4	438.5	C₂₆H₃₀O₆