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4'-Hydroxy-2-O-methylanigorufone
4'-Hydroxy-2-O-methylanigorufone
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name 4'-Hydroxy-2-O-methylanigorufone
Price:
CAS No.: 204134-70-3
Catalog No.: CFN96872
Molecular Formula: C20H14O3
Molecular Weight: 302.32 g/mol
Purity: >=98%
Type of Compound: Phenols
Physical Desc.: Powder
Source: The peels of unripe Musa acuminata
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: 9-(4'-Hydroxyphenyl)-2-methoxyphenalen-1-one(4'-Hydroxy-2-O-methylanigorufone) is a phytoalexin. It shows a strong α-glucosidase inhibitory effect.
In vitro:
Molecules. 2014 Jul 18;19(7):10563-73.
Isolation and characterization of an α-glucosidase inhibitor from Musa spp. (Baxijiao) flowers.[Pubmed: 25045894]
The use of α-glucosidase inhibitors is considered to be an effective strategy in the treatment of diabetes.
METHODS AND RESULTS:
Using a bioassay-guided fractionation technique, five Bacillus stearothermophilus α-glucosidase inhibitors were isolated from the flowers of Musa spp. (Baxijiao). Using NMR spectroscopy analysis they were identified as vanillic acid (1), ferulic acid (2), β-sitosterol (3), daucosterol (4) and 9-(4'-hydroxyphenyl)-2-methoxyphenalen-1-one (4'-Hydroxy-2-O-methylanigorufone,5). The half maximal inhibitory concentration (IC50) values of compounds 1-5 were 2004.58, 1258.35, 283.67, 247.35 and 3.86 mg/L, respectively. Compared to a known α-glucosidase inhibitor (acarbose, IC50=999.31 mg/L), compounds 3, 4 and 5 showed a strong α-glucosidase inhibitory effect. A Lineweaver-Burk plot indicated that compound 5 is a mixed-competitive inhibitor, while compounds 3 and 4 are competitive inhibitors. The inhibition constants (Ki) of compounds 3, 4 and 5 were 20.09, 2.34 and 4.40 mg/L, respectively.
CONCLUSIONS:
Taken together, these data show that the compounds 3, 4 and 5 are potent α-glucosidase inhibitors.
4'-Hydroxy-2-O-methylanigorufone Description
Source: The peels of unripe Musa acuminata
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.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
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IF=36.216(2019)

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Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

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doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3078 mL 16.5388 mL 33.0775 mL 66.1551 mL 82.6938 mL
5 mM 0.6616 mL 3.3078 mL 6.6155 mL 13.231 mL 16.5388 mL
10 mM 0.3308 mL 1.6539 mL 3.3078 mL 6.6155 mL 8.2694 mL
50 mM 0.0662 mL 0.3308 mL 0.6616 mL 1.3231 mL 1.6539 mL
100 mM 0.0331 mL 0.1654 mL 0.3308 mL 0.6616 mL 0.8269 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
Biosci Biotechnol Biochem. 1998;62(1):95-101.
Phenylphenalenone-type Phytoalexins from Unripe Buñgulan Banana Fruit.[Pubmed: 27393357 ]

METHODS AND RESULTS:
Fourteen phenylphenalenone-type phytoalexins (1-14), including three new compounds, were isolated from the peel of unripe Musa acuminata [AAA] cv. Buñgulan fruit which had been injured and then inoculated with conidia of Colletotrichum musae. These new phytoalexins were identified as (+)-cis-2,3-dihydro-2,3-dihydroxy-4-(4'-hydroxyphenyl)phenalen-1-one (12), 9-(3',4'-dimethoxyphenyl)-2-methoxyphenalen-1-one (13) and 9-(4'-hydroxyphenyl)-2-methoxyphenalen-1-one (4'-Hydroxy-2-O-methylanigorufone ,14). The ratios of the relative intensities of the [M](+)/[M-H](+) ions or [M-H2O](+)/[M-H2O-H](+) ions in the EI mass spectra were applied to discriminate between 4- and 9-phenylphenalenones.
CONCLUSIONS:
An antifungal test on the phytoalexins showed that a phenolic hydroxyl group was essential for the activity.
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