3',4'-Dimethoxyflavone | CAS:4143-62-8

3',4'-Dimethoxyflavone

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Description:

3′,4′-Dimethoxyflavone is a widely used anticancer drug that acts as a competitive antagonist of the aryl hydrocarbon receptor.

Targets:

CYP1A1 | AhR

In vitro:

Toxicological Sciences, 2001, 58(2):235-242.

3′,4′-Dimethoxyflavone as an Aryl Hydrocarbon Receptor Antagonist in Human Breast Cancer Cells.[Reference: WebLink]

METHODS AND RESULTS:
Treatment of MCF-7 and T47D human breast cancer cells with 3',4'-Dimethoxyflavone (3′,4′-DMF) alone did not induce CYP1A1-dependent ethoxyresorufin O-deethylase (EROD) activity or reporter gene activity in cells transfected with an aryl hydrocarbon (Ah)-responsive construct (pRNH11c). In contrast, 1 nM 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) induced up to a 50- to 80-fold increase in EROD and reporter gene activity in MCF-7 and T47D cells. In cells cotreated with 1 nM TCDD plus 0.1–10 μM 3′,4′-DMF, there was a concentration-dependent decrease in the TCDD-induced responses, with 100% inhibition observed at the 10 μM concentration. Gel mobility shift assays using rat liver cytosol and breast cancer cell nuclear extracts showed that 3′,4′-DMF alone did not transform the AhR to its nuclear binding form, but inhibited TCDD-induced AhR transformation in rat liver cytosol and blocked TCDD-induced formation of the nuclear AhR complex in MCF-7 and T47D cells.
CONCLUSIONS:
TCDD also inhibited estrogen-induced transactivation in MCF-7 cells, and this response was also blocked by 3′,4′-DMF, confirming the AhR antagonist activity of this compound in breast cancer cells.

Stem Cell Research & Therapy, 2013, 4(3):1-8.

3′,4′-Dimethoxyflavone and valproic acid promotes the proliferation of human hematopoietic stem cells.[Reference: WebLink]

Human hematopoietic stem cells (HSCs) have been clinically used for transplantation and gene and cellular therapy for more than 4 decades. However, this use is limited because of the challenges in the ex vivo culturing of HSCs. The major hurdle is to amplify these cells without losing their self-renewing property.
METHODS AND RESULTS:
In our study, we tested 3',4'-Dimethoxyflavone (3′4′-DMF) and valproic acid (VPA) on the ex vivo expansion of HSCs under both normoxic (20% O2) and hypoxic (1% O2) conditions. 3′4′-DMF is a widely used anticancer drug that acts as a competitive antagonist of the aryl hydrocarbon receptor. VPA is a potent inhibitor of histone deacetylase and is used in the treatment of neurologic disorders. Culturing HSCs (from mobilized peripheral blood) under normoxia, with 3′4′-DMF and VPA, highly preserved the CD34 positivity (3′4′-DMF, 22.1%, VPA, 20.3%) after 1 week and strongly enhanced the CD34+ cells (3′4′-DMF, 27.8 fold; VPA, 34.1 fold) compared with the control cultures (11.6% and 14.4 fold). Addition of 3′4′-DMF and VPA also resulted in more primary colonies and replating efficiency compared with control cultures. Although no significant effect was observed on the enhancement of CD34+ cells under hypoxia, the number of primary colonies was significantly higher than the control cultures.
CONCLUSIONS:
Based on these findings, this study presents, for the first time, in vitro evidence for a new and relevant effect of 3′4′-DMF on human HSCs. In addition, the results suggest a potential clinical use of 3′4′-DMF and VPA in HSC therapy.

3',4'-Dimethoxyflavone Description

Source:	The seeds of Cassia occidentalis
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.

Structure Identification:

Korean Journal of Nutrition, 2009, 42(3).

Composition of Flavonoids and Antioxidative Activity from Juice of Jeju Native Citrus Fruits during Maturation.[Reference: WebLink]

This study aims to evaluate the changes of flavonoid contents and antioxidants activity of Jeju native citrus fruits juice according to the harvest date.
METHODS AND RESULTS:
Flavonoids such as quercatagetin, narirutin, hesperidin and neohesperidin were contained most plentifully in the juice of Jigak (Citrus aur- antium) by 573.73 mg/100 mL, Sadoogam (C. pseudogulgul) by 393.99 mg/100 mL, Soyooja by 29.63 mg/100 mL and Jigak (C. aurantium) by 201.23 mg/100 mL in the late August, respectively. The highest contents of nob-iletin, sinensetin and tangeretin among polymethoxyflavones were found in the juice of Hongkyool (C. tachibana) by 7.39 mg/100 mL, 2.24 mg/100 mL, 0.63 mg/100 mL in the late August, respectively. 3,5,6,7,8,3',4'-Heptamet-hoxyflavone recorded the highest amount in Punkyool (C. tangerina) by 0.27 mg/100 mL in the late August, but the other polymethoxyflavones including 3',4',7,8-tetramethoxyflavone, 3',4'-Dimethoxyflavone, 4'-methoxyflavone, 5,6,7,3',4',5'-hexamethoxyflavone, scutellarein tetramethylether were observed only trace amount in all the citrus fruits. Flavonoid contents in the citrus fruit juices were the highest during early maturation and decreased rapidly while ripening. Total polyphenol contents were the highest in the late August and decreased with ripening. However from the late December, the contents were increased again. Antioxidant activities of the fruits were evaluated as electron donating ability and were the lowest in the late September and increased with the fruit ripening.
CONCLUSIONS:
These results suggest that quercetagetin among all the flavonoids was most plentiful in Jigak and Dangyooja (C. grandis), so that the fruits could be used for industrial material of flavonoids and antioxidant agents.

Product Name	3',4'-Dimethoxyflavone
Price:	$70 / 20mg
CAS No.:	4143-62-8
Catalog No.:	CFN70359
Molecular Formula:	C₁₇H₁₄O₄
Molecular Weight:	282.3 g/mol
Purity:	>=98%
Type of Compound:	Flavonoids
Physical Desc.:	Powder
Source:	The seeds of Cassia occidentalis
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
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	Flavonoids Compound Library AhR Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.5423 mL	17.7117 mL	35.4233 mL	70.8466 mL	88.5583 mL
5 mM	0.7085 mL	3.5423 mL	7.0847 mL	14.1693 mL	17.7117 mL
10 mM	0.3542 mL	1.7712 mL	3.5423 mL	7.0847 mL	8.8558 mL
50 mM	0.0708 mL	0.3542 mL	0.7085 mL	1.4169 mL	1.7712 mL
100 mM	0.0354 mL	0.1771 mL	0.3542 mL	0.7085 mL	0.8856 mL

CFN91826	4'-Methylchrysoeriol	4712-12-3	314.3	C₁₇H₁₄O₆
CFN98290	Velutin	25739-41-7	314.3	C₁₇H₁₄O₆
CFN95398	4'-Hydroxy-5,7,3'-trimethoxyflavone	1239-68-5	328.3	C₁₈H₁₆O₆
CFN90386	Jaceosidin	18085-97-7	330.29	C₁₇H₁₄O₇
CFN90418	Cirsilineol	41365-32-6	344.32	C₁₈H₁₆O₇
CFN70278	Gossypetin 3,3',8-trimethylether	14965-08-3	360.3	C₁₈H₁₆O₈
CFN92436	Isothymonin	99615-01-7	360.3	C₁₈H₁₆O₈
CFN98361	5-Hydroxy-3',4',7-trimethoxyflavone	29080-58-8	328.3	C₁₈H₁₆O₆
CFN90190	Eupatilin	22368-21-4	344.31	C₁₈H₁₆O₇
CFN95415	5-Demethylsinensetin	21763-80-4	358.34	C₁₉H₁₈O₇