Thevetiaflavone

Names

[ Name ]:
Thevetiaflavone

[Synonym ]:
5,4'-Dimethoxy-7-hydroxy-flavon
apigenin 5-monomethyl ether
5-O-methylacacetin
7,4'-dihydroxy-5-methoxy-isoflavone
5-O-METHYLAPIGENIN
7,4'-dihydroxy-5-methoxy-flavone
4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-
Vertiaflavone
apigenin 4',5-dimethyl ether
Apigenin 5-methyl ether
7-Hydroxy-5,4'-dimethoxy-isoflavon
7-Hydroxy-2-(4-hydroxyphenyl)-5-methoxy-4H-chromen-4-one
apigenin 5,4'-dimethyl ether
5-Methoxy-7,4'-dihydroxyflavon
Thevetiaflavone
5-methoxy-7,4'-dihydroxyflavone

Biological Activity

[Description]:

Thevetiaflavone could upregulate the expression of Bcl‑2 and downregulate that of Bax and caspase‑3.

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Bcl-2 Family

Signaling Pathways >> Apoptosis >> Caspase

Research Areas >> Others

Natural Products >> Others

[Target]

Bcl-2

Bax

Caspase-3

[In Vitro]

Thevetiaflavone, a natural flavonoid obtained from Wikstroemia indica, could improve cell viability and suppresses the leakage of lactate dehydrogenase from the cytoplasm. Further investigation of the mechanisms demonstrated that Thevetiaflavone decreases overproduction of ROS and ameliorates ROS‑mediated mitochondrial dysfunction, including collapse of mitochondrial membrane potential and mitochondrial permeability transition pore opening. Thevetiaflavone reduces the intracellular Ca2+ level, which is closely associated with mitochondrial function and interplays with ROS. Furthermore, Thevetiaflavone inhibits apoptosis in PC12 cells through upregulating the expression of Bcl‑2 and downregulating that of Bax and caspase‑3 in addition to increasing the activity of caspase‑3. These results further indicate the protective effects of thevetiaflavone in vivo and its application in the clinic[1].

[References]

[1]. Yao H, et al. Thevetiaflavone from Wikstroemia indica ameliorates PC12 cells injury induced by OGD/R via improving ROS‑mediated mitochondrial dysfunction. Mol Med Rep. 2017 Dec;16(6):9197-9202.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
567.9±50.0 °C at 760 mmHg

[ Melting Point ]:
263℃

[ Molecular Formula ]:
C₁₆H₁₂O₅

[ Molecular Weight ]:
284.263

[ Flash Point ]:
218.3±23.6 °C

[ Exact Mass ]:
284.068481

[ PSA ]:
79.90000

[ LogP ]:
2.58

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.669

Safety Information

[ Hazard Codes ]:
Xi