sophoflavescenol
sophoflavescenol Basic information
- Product Name:
- sophoflavescenol
- Synonyms:
-
- sophoflavescenol
- 3,7-Dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
- 4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-
- 3,7-dihydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
- CAS:
- 216450-65-6
- MF:
- C21H20O6
- MW:
- 368.38
- Mol File:
- 216450-65-6.mol
sophoflavescenol Chemical Properties
- Melting point:
- 273-275 °C
- Boiling point:
- 631.8±55.0 °C(Predicted)
- Density
- 1.359±0.06 g/cm3(Predicted)
- storage temp.
- 4°C, away from moisture and light
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- powder
- pka
- 7.03±0.40(Predicted)
- color
- Yellow
sophoflavescenol Usage And Synthesis
Uses
Sophoflavescenol is a potential cytotoxic agent against lung cancer A549 cells and colon cancer HCT116 cells.
Synthesis
7,8-(2,2-Dimethyl-2H-pyran)-5,4-dihydroxyflavonol (Sophorol, 12):(CH3)2SO4 (10.53 mmol, 1.0 mL) was added dropwise to a stirred solution of 11 (500 mg, 1.02 mmol) in NaOH (5% aqueous solution; 15 mL). The mixture was stirred at room temperature and maintained at pH 9-10 for 5 hours. Thereafter, the reaction mixture was adjusted to pH 6 using HCl (2% aqueous solution) and then extracted with the mixture. Water anhydrous Na2SO4 was dried free and the solvent was evaporated. The solid residue was recrystallized EtOAc/petroleum ether from it to give locust flavanol (181 mg, 96%) as yellow needles with a melting point melting point 272-274??C.
in vivo
Sophoflavescenol exerts potent in?vivo?antitumor?activity?by tumor growth inhibition in the LLC tumor model as well as apoptotic?activity?by caspase-3 activation in HL-60 cells[1].
target
Caspase | ROS | NF-kB | NO | BACE | PDE
IC 50
BACE1; AChE; BChE; PDE5
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