Homobutein | CAS:34000-39-0 | Manufacturer ChemFaces

Homobutein

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Description:

Homobutein as a dual inhibitors of HDACs and NF-κB, it can serve as a lead compound in the development of dual inhibitors against both targets in the treatment of inflammation and cancer. Homobutein shows antioxidant and antimalarial properties based on its ability to chelate iron (II and III) cations.

Targets:

NF-κB | HDACs

In vitro:

Oncology Reports, 15 Jun 2012, 28(3):797-805.

Natural chalcones as dual inhibitors of HDACs and NF-κB.[Reference: WebLink]

Histone deacetylase enzymes (HDACs) are emerging as a promising biological target for cancer and inflammation.
METHODS AND RESULTS:
Using a fluorescence assay, we tested the in vitro HDAC inhibitory activity of twenty-one natural chalcones, a widespread group of natural products with well-known anti-inflammatory and antitumor effects. Since HDACs regulate the expression of the transcription factor NF-κB, we also evaluated the inhibitory potential of the compounds on NF-κB activation. Only four chalcones, isoliquiritigenin (no. 10), butein (no. 12), Homobutein (no. 15) and the glycoside marein (no. 21) showed HDAC inhibitory activity with IC50 values of 60-190 µM, whereas a number of compounds inhibited TNFα-induced NF-κB activation with IC50 values in the range of 8-41 µM. Interestingly, three chalcones (nos. 10, 12 and 15) inhibited both TNFα-induced NF-κB activity and total HDAC activity of classes I, II and IV. Molecular modeling and docking studies were performed to shed light into dual activity and to draw structure-activity relationships among chalcones (nos. 1-21). To the best of our knowledge this is the first study that provides evidence for HDACs as potential drug targets for natural chalcones. The dual inhibitory potential of the selected chalcones on NF-κB and HDACs was investigated for the first time.
CONCLUSIONS:
This study demonstrates that chalcones can serve as lead compounds in the development of dual inhibitors against both targets in the treatment of inflammation and cancer.

Homobutein Description

Source:	The flower heads of Dahlia tenuicaulis
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:

European Food Research & Technology, 2016, 242(1):71-90.

Antioxidant and antimalarial properties of butein and homobutein based on their ability to chelate iron (II and III) cations: a DFT study in vacuo and in solution[Reference: WebLink]

A theoretical study on the antioxidant and antimalarial properties of butein and Homobutein has been performed by considering their Fe2+ and Fe3+ chelation ability. In order to elucidate the origin of the antioxidant and antimalarial properties of these compounds, the study attempts to investigate the nature of the complex structures, ligand···Fen+ stabilities and electronic properties of the Fe cations before and after complexation.
METHODS AND RESULTS:
The investigation considered the neutral and the deprotonated species of butein and Homobutein interacting with the Fe cations as well as the deprotonated species of butein and Homobutein interacting with micro-solvated Fe2+ or Fe3+ cation. The study has been performed using B3LYP/6-31+G(d,p) method. The LANL2DZ pseudo-potential was selected to describe the Fe cations. Final energies were obtained using the B3LYP/6-311+G(2d,p)//B3LYP/6-31+G(d,p) method. The binding energies depend on the media (it is higher in vacuo than in water solution), the nature of the cation (it is higher for Fe3+ than for Fe2+), the nature of the ligand and the Fen+ coordination site on the ligand (it is highest for the bidentate Fe coordination to O2′ and O9 atoms and lowest for the Fe coordination on the π system of the aromatic ring). The charge on Fen+ decreases on coordination to the ligand.
CONCLUSIONS:
AIM analysis suggests that the strong cation···ligand interactions are more likely covalent than ionic in vacuo and entirely ionic in solution. The ability of the ligands to reduce the Fe cation coupled with the strong iron-binding properties has significant implication on their antioxidant and antimalarial activities.

Product Name	Homobutein
Price:
CAS No.:	34000-39-0
Catalog No.:	CFN70340
Molecular Formula:	C₁₆H₁₄O₅
Molecular Weight:	286.3 g/mol
Purity:	>=98%
Type of Compound:	Chalcones
Physical Desc.:	Powder
Source:	The flower heads of Dahlia tenuicaulis
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	Chalcones Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.4928 mL	17.4642 mL	34.9284 mL	69.8568 mL	87.321 mL
5 mM	0.6986 mL	3.4928 mL	6.9857 mL	13.9714 mL	17.4642 mL
10 mM	0.3493 mL	1.7464 mL	3.4928 mL	6.9857 mL	8.7321 mL
50 mM	0.0699 mL	0.3493 mL	0.6986 mL	1.3971 mL	1.7464 mL
100 mM	0.0349 mL	0.1746 mL	0.3493 mL	0.6986 mL	0.8732 mL

CFN70401	2',4'-Dihydroxydihydrochalcone	53596-71-7	242.3	C₁₅H₁₄O₃
CFN70089	2-Benzal-4-hydroxyacetophenone	2657-25-2	224.2	C₁₅H₁₂O₂
CFN95493	2',4'-Dihydroxychalcone	1776-30-3	240.3	C₁₅H₁₂O₃
CFN70481	3,4-Dimethoxychalcone	5416-71-7	268.3	C₁₇H₁₆O₃
CFN98776	Butein	487-52-5	272.3	C₁₅H₁₂O₅
CFN70340	Homobutein	34000-39-0	286.3	C₁₆H₁₄O₅
CFN96387	4-O-Methylbutein	13323-67-6	286.3	C₁₆H₁₄O₅
CFN91535	Calythropsin	152340-67-5	286.3	C₁₆H₁₄O₅
CFN91415	Dihydrocalythropsin	151703-05-8	288.3	C₁₆H₁₆O₅
CFN89465	3,2'-Dihydroxy-4,4'-dimethoxychalcone	2567-65-9	300.30	C₁₇H₁₆O₅