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Curzerene

Names

[ CAS No. ]:
17910-09-7

[ Name ]:
Curzerene

[Synonym ]:
Benzofuran, 6-ethenyl-4,5,6,7-tetrahydro-3,6-dimethyl-5-(1-methylethenyl)-, (6S)-
(6S)-5-Isopropenyl-3,6-dimethyl-6-vinyl-4,5,6,7-tetrahydro-1-benzofuran
Curzerene

Biological Activity

[Description]:

Curzerene is a sesquiterpene is isolated from the rhizome of Curculigo orchioides Gaertn with anti-cancer activity. Curzerene inhibits glutathione S-transferase A1 (GSTA1) mRNA and protein expression. Curzerene induces cell apoptosis[1].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Metabolic Enzyme/Protease >> Gutathione S-transferase

[Target]

GSTA1[1]


[In Vitro]

Curzerene (0-100 µM; 24-72 hours) indicates that cell inhibition increases in a dose- and time-dependent manner, IC50 to SPC A1 cells at 24, 48, and 72 h was 403.8 μM, 154.8 µM, and 47.01 µM, respectively[1]. Curzerene (0-100 µM; 48 hours) exhibits a higher percentage of apoptotic and necrotic cells than that of the control group in SPC-A1cells[1]. Curzerene(0-100 µM; 48 hours) indicates that the percentage of cells arrested in the G2/M phase increased from 9.26% in the control group cells to 17.57% in the cells treated with the highest dose[1]. Curzerene (6.25-100 µM; 48 hours) decreases the mRNA expression of GSTA1 in SPC A1 cells[1]. Curzerene (6.25-100 µM; 48 hours) decreases the protein expression of GSTA1 in SPC A1 cells[1]. Cell Viability Assay[1] Cell Line: SPC-A1 cells Concentration: 0 µM, 6.25 µM, 12.5 µM, 25 µM, 50 µM, 100 µM Incubation Time: 24 hours, 48 hours, 72 hours Result: Inhibited growth of non-small cell lung cancer SPC A1 cells in vitro. Apoptosis Analysis[1] Cell Line: SPC-A1 cells Concentration: 0 µM, 6.25 µM, 12.5 µM, 25 µM, 50 µM, 100 µM Incubation Time: 48 hours Result: Induced apoptosis of the cells in a dose-dependent manner. Apoptosis Analysis[1] Cell Line: SPC-A1 cells Concentration: 0 µM, 6.25 µM, 12.5 µM, 25 µM, 50 µM, 100 µM Incubation Time: 48 hours Result: Induced G2/M cell cycle arrest of SPC A1 cells. RT-PCR[1] Cell Line: SPC-A1 cells Concentration: 6.25 µM, 25 µM, 100 µM Incubation Time: 48 hours Result: Decreased GSTA1 mRNA expression.

[References]

[1]. Wang Y, et al. Cytotoxic and Antitumor Effects of Curzerene from Curcuma longa. Planta Med. 2017 Jan;83(1-02):23-29.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
282.8±40.0 °C at 760 mmHg

[ Molecular Formula ]:
C15H20O

[ Molecular Weight ]:
216.319

[ Flash Point ]:
117.5±14.2 °C

[ Exact Mass ]:
216.151413

[ PSA ]:
13.14000

[ LogP ]:
5.78

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.539

[ Storage condition ]:
2-8℃

Synthetic Route


Related Compounds