7,7-dimethoxyagastisfavone | CAS#41679-06-5

MedKoo Cat#: 555662 | Name: DMGF

Description:

WARNING: This product is for research use only, not for human or veterinary use.

DMGF, also known as 7,7-dimethoxyagastisfavone, is a biflavonoid isolated from Taxus × media cv. Hicksii. DMGF induces apoptotic and autophagic cell death. DMGF could effectively attenuate the motility of B16F10 cells, and the results of real-time PCR revealed that DMGF also suppressed the expressions of matrix metalloproteinase-2 (MMP-2). MGF can inhibit the metastasis of highly invasive melanoma cancer cells through the down-regulation of F-actin polymerization DMGF may be further developed to serve as a chemoprevention drug for patients with metastatic melanoma.

Chemical Structure

DMGF

CAS#41679-06-5

Theoretical Analysis

MedKoo Cat#: 555662

Name: DMGF

CAS#: 41679-06-5

Chemical Formula: C32H22O10

Exact Mass: 566.1213

Molecular Weight: 566.52

Elemental Analysis: C, 67.84; H, 3.91; O, 28.24

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

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Synonym

7,7-dimethoxyagastisfavone; DMGF;

IUPAC/Chemical Name

5,5'-dihydroxy-2,2'-bis(4-hydroxyphenyl)-7,7'-dimethoxy-4H,4'H-[6,8'-bichromene]-4,4'-dione

InChi Key

QPFBVCAQCZYOIT-UHFFFAOYSA-N

InChi Code

InChI=1S/C32H22O10/c1-39-24-13-20(36)27-19(35)11-23(16-5-9-18(34)10-6-16)42-32(27)30(24)29-25(40-2)14-26-28(31(29)38)21(37)12-22(41-26)15-3-7-17(33)8-4-15/h3-14,33-34,36,38H,1-2H3

SMILES Code

O=C(C=C(C1=CC=C(O)C=C1)O2)C3=C2C(C4=C(O)C(C(C=C(C5=CC=C(O)C=C5)O6)=O)=C6C=C4OC)=C(OC)C=C3O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

DMGF did not influence tube formation but inhibited the migration of endothelial cells. Furthermore, animal models were used to monitor the effects of DMGF on tumor metastasis, and all models showed that DMGF significantly suppressed the metastatic behaviors of B16F10 cells, including intravasation, colonization, and invasion of the lymphatic duct. In addition, DMGF could also reduce the densities of the blood vessels in the tumor area in vivo. Further investigation of the molecular mechanisms of anti-metastatic activity revealed that DMGF can down-regulate the levels of key modulators of the Cdc42/Rac1 pathway to interfere in F-actin polymerization and suppress the formation of lamellipodia by reducing the phosphorylation of CREB. These data suggested that DMGF presents anti-metastatic activities in B16F10 melanoma cells.

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 566.52 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Lin CM, Lin YL, Ho SY, Chen PR, Tsai YH, Chung CH, Hwang CH, Tsai NM, Tzou SC, Ke CY, Chang J, Chan YL, Wang YS, Chi KH, Liao KW. The inhibitory effect of 7,7″-dimethoxyagastisflavone on the metastasis of melanoma cells via the suppression of F-actin polymerization. Oncotarget. 2016 Jul 30;8(36):60046-60059. doi: 10.18632/oncotarget.10960. eCollection 2017 Sep 1. PubMed PMID: 28947953; PubMed Central PMCID: PMC5601121. 2: Hwang CH, Lin YL, Liu YK, Chen CH, Wu HY, Chang CC, Chang CY, Chang YK, Chiu YH, Liao KW, Lai YK. 7,7''-Dimethoxyagastisflavone-induced apoptotic or autophagic cell death in different cancer cells. Phytother Res. 2012 Apr;26(4):528-34. doi: 10.1002/ptr.3583. Epub 2011 Sep 14. PubMed PMID: 21915931. 3: Gonçalez E, Felicio JD, Pinto MM. Biflavonoids inhibit the production of aflatoxin by Aspergillus flavus. Braz J Med Biol Res. 2001 Nov;34(11):1453-6. PubMed PMID: 11668356.