Derrone

Names

[ Name ]:
Derrone

[Synonym ]:
5-Hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-pyrano[2,3-f]chromen-4-one
4H,8H-Benzo[1,2-b:3,4-b']dipyran-4-one, 5-hydroxy-3-(4-hydroxyphenyl)-8,8-dimethyl-

Biological Activity

[Description]:

Derrone, a prenylated isoflavones, is an Aurora kinase inhibitor, with IC50 values of 6 and 22.3 μM against Aurora B and Aurora A, respectively. Derrone shows anti-tumor activity[1][2].

[Related Catalog]:

Signaling Pathways >> Epigenetics >> Aurora Kinase

Research Areas >> Cancer

Signaling Pathways >> Cell Cycle/DNA Damage >> Aurora Kinase

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> ROS

Signaling Pathways >> Cell Cycle/DNA Damage >> PERK

[Target]

IC50: 6 μM (Aurora kinase B), 22.3 μM (Aurora kinase A)[1]

[In Vitro]

Derrone (30-60 μM, 15 days) significantly inhibits the formation and growth of MCF7 tumor spheroids, with the tumor spheroid growth inhibition (% TGI) of 17.5% and 65.4% for 30 and 60 μM Derrone, respectively[1]. Derrone shows the autophagic features, such as the conversion of LC3-I to LC3-II, the formation of autophagosome and the downregulation of SQSTM1/p62 (p62)[2]. Derrone induces autophagic cell death through intracellular ROS and sustained ERK phosphorylation in A549 cells[2].

[References]

[1]. Hoang NT, et al. In Vitro Characterization of Derrone as an Aurora Kinase Inhibitor. Biol Pharm Bull. 2016 Jun 1;39(6):935-45.

[2]. Kang MJ, et al. Derrone induces autophagic cell death through induction of ROS and ERK in A549 cells. PLoS One. 2019 Jun 19;14(6):e0218659.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
584.1±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₀H₁₆O₅

[ Molecular Weight ]:
336.34

[ Flash Point ]:
214.6±23.6 °C

[ Exact Mass ]:
336.099762

[ PSA ]:
79.90000

[ LogP ]:
5.53

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.660

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

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