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Demethoxyfumitremorgin C
Demethoxyfumitremorgin C
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Demethoxyfumitremorgin C
Price:
CAS No.: 111768-16-2
Catalog No.: CFN96937
Molecular Formula: C21H23N3O2
Molecular Weight: 349.43 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: The metabolites of Aspergillus fumigatus.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
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Biological Activity
Description: Demethoxyfumitremorgin C and tryprostatin B are fungal inhibitors of mammalian cell cycle progression at the G(2)/M transition. Demethoxyfumitremorgin C inhibits the proliferation of PC3 human prostate cancer cells via the intrinsic (mitochondrial) and extrinsic pathway, followed by downstream events leading to apoptotic cell death, it could therefore, serve as a useful agent to treat human advanced prostate cancer.
Targets: PI3K | Akt | Bcl-2/Bax | Caspase | PARP | Antifection
In vitro:
Chem Biol Interact. 2017 May 1;269:18-24.
Apoptotic effect of demethoxyfumitremorgin C from marine fungus Aspergillus fumigatus on PC3 human prostate cancer cells.[Pubmed: 28359723 ]
Demethoxyfumitremorgin C, a secondary metabolite of the marine fungus, Aspergillus fumigatus, had been reported to demonstrate cytotoxic effect on mouse tsFT210 cells. However, no information is available regarding its functional mechanism and the chemo-sensitization effects on different kinds of human cancer cells.
METHODS AND RESULTS:
We found that treatment of Demethoxyfumitremorgin C inhibited the cell viability of PC3 human advanced prostate cancer cells, induced apoptosis as determined by Annexin V/propidium iodide double staining, and decreased mitochondrial membrane potential. Demethoxyfumitremorgin C induced apoptosis was associated with downregulation of anti-apoptotic proteins: Ras, PI3K, Akt, Bcl-xL, and Bcl-2, and upregulation of pro-apoptotic Bax. Demethoxyfumitremorgin C activated caspase-3, -8, and -9, leading to PARP cleavage. Additionally, caspase inhibitors blocked Demethoxyfumitremorgin C-induced apoptosis of PC3 cells.
CONCLUSIONS:
These results suggest that Demethoxyfumitremorgin C from Aspergillus fumigatus inhibits the proliferation of PC3 human prostate cancer cells via the intrinsic (mitochondrial) and extrinsic pathway, followed by downstream events leading to apoptotic cell death. Demethoxyfumitremorgin C could therefore, serve as a useful agent to treat human advanced prostate cancer.
Demethoxyfumitremorgin C Description
Source: The metabolites of Aspergillus fumigatus.
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.

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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

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8618 mL 14.309 mL 28.618 mL 57.2361 mL 71.5451 mL
5 mM 0.5724 mL 2.8618 mL 5.7236 mL 11.4472 mL 14.309 mL
10 mM 0.2862 mL 1.4309 mL 2.8618 mL 5.7236 mL 7.1545 mL
50 mM 0.0572 mL 0.2862 mL 0.5724 mL 1.1447 mL 1.4309 mL
100 mM 0.0286 mL 0.1431 mL 0.2862 mL 0.5724 mL 0.7155 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:
J Med Chem. 2000 Apr 20;43(8):1577-85.
Synthesis and evaluation of tryprostatin B and demethoxyfumitremorgin C analogues.[Pubmed: 10780915]
Tryprostatin B and Demethoxyfumitremorgin C are fungal inhibitors of mammalian cell cycle progression at the G(2)/M transition.
METHODS AND RESULTS:
N-Alkyl derivatives of the L-Trp-L-Pro diketopiperazine were prepared as analogues of tryprostatin B, and two of these were more active than the natural product. A second series of cis- and trans-tetrahydro-beta-carbolines annulated to a diketopiperazine were prepared as analogues of Demethoxyfumitremorgin C.
CONCLUSIONS:
The nature of the alkyl substituent, as well as its cis or trans relationship in the tetrahydro-beta-carboline ring, was found to have a significant effect on cytotoxic activity. Small cis-alkyl substituents fall into the Demethoxyfumitremorgin C family, whereas bulky benzyl trans compounds appear to act via a different mechanism of action.
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