amentoflavone

Names

[ Name ]:
amentoflavone

[Synonym ]:
amentoflavone
Didemethyl-ginkgetin
4H-1-Benzopyran-4-one, 8-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)
4H-1-Benzopyran-4-one, 8-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
8-[5-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
MFCD00017470
Didemethylginkgetin
Tridemethylsciadopitysin
4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-

Biological Activity

[Description]:

Amentoflavone is a natural biflavone compound with many biological properties, including anti-inflammatory, antioxidative, and neuroprotective effects.IC50 value:Target:In vitro: In irradiated v79 cells, Pretreatment with amentoflavone 24 hours prior to 8 Gy 60Co γ-ray irradiation significantly inhibited apoptosis, promoted the G2 phase, decreased the concentration of ROS and mitochondrial mass [2]. Amentoflavone dose-dependently inhibited the viability of SW480 cells, and a high concentration of amentoflavone (150 μmol/L) obviously induced apoptosis of the cells [3]. In vivo: In epilepsy models, amentoflavone effectively prevented pilocarpine-induced epilepsy in a mouse kindling model, suppressed nuclear factor-κB activation and expression, inhibited excessive discharge of hippocampal neurons resulting in a reduction in epileptic seizures, shortened attack time, and diminished loss and apoptosis of hippocampal neurons [1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Flavonoids

Research Areas >> Others

[References]

[1]. Zhang Z, et al. Amentoflavone protects hippocampal neurons: anti-inflammatory, antioxidative, and antiapoptotic effects. Neural Regen Res. 2015 Jul;10(7):1125-33.

[2]. Xu P, et al. Amentoflavone acts as a radioprotector for irradiated v79 cells by regulating reactive oxygen species (ROS), cell cycle and mitochondrial mass. Asian Pac J Cancer Prev. 2014;15(18):7521-6.

[3]. Yang Y, et al. [Amentoflavone induces apoptosis in SW480 human colorectal cancer cells via regulating β-catenin and caspase-3 expressions]. Nan Fang Yi Ke Da Xue Xue Bao. 2014 Jun;34(7):1035-8.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
910.5±65.0 °C at 760 mmHg

[ Melting Point ]:
>300ºC

[ Molecular Formula ]:
C₃₀H₁₈O₁₀

[ Molecular Weight ]:
538.458

[ Flash Point ]:
308.5±27.8 °C

[ Exact Mass ]:
538.090027

[ PSA ]:
181.80000

[ LogP ]:
3.11

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.793

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Precursor & DownStream

Precursor

DownStream

Articles

Amentoflavone protects hippocampal neurons: anti-inflammatory, antioxidative, and antiapoptotic effects.

Neural Regen. Res. 10 , 1125-33, (2015)

Amentoflavone is a natural biflavone compound with many biological properties, including anti-inflammatory, antioxidative, and neuroprotective effects. We presumed that amentoflavone exerts a neuropro...

Simultaneous extraction of flavonoids from Chamaecyparis obtusa using deep eutectic solvents as additives of conventional extractions solvents.

J. Chromatogr. Sci. 53 , 836-40, (2015)

Three flavones (quercetin, myricetin and amentoflavone) were extracted from Chamaecyparis obtusa leaves using deep eutectic solvents (DESs) as additives to conventional extractions solvents. Sixteen D...

Flavonoids as opioid receptor ligands: identification and preliminary structure-activity relationships.

J. Nat. Prod. 70 , 1278-82, (2007)

Flavonoids have been recognized as the active ingredients of many medicinal plant extracts due to interactions with proteins via phenolic groups and low toxicity. Here, we report the investigation of ...

Related Compounds

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