Decursin

Names

[ Name ]:
Decursin

[Synonym ]:
(S)-7,8-Dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo(1,2-b:5,4-b')dipyran-7-yl 3-methyl-2-butenoate
2-Butenoic acid, 3-methyl-, 7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo(1,2-b:5,4-b')dipyran-7-yl ester, (S)-
(7S)-8,8-dimethyl-2-oxo-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-7-yl 3-methylbut-2-enoate
2-Butenoic acid, 3-methyl-, (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo[1,2-b:5,4-b']dipyran-7-yl ester
(7S)-8,8-Dimethyl-2-oxo-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-7-yl 3-methyl-2-butenoate
(S)-8,8-Dimethyl-2-oxo-7,8-dihydro-2H,6H-pyrano(3,2-g)chromen-7-yl 3-methyl-2-butenoate

Biological Activity

[Description]:

Decursin is an anticancer agent, with potential anti-inflammatory activity.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Others

Research Areas >> Cancer

Research Areas >> Inflammation/Immunology

[In Vitro]

Decursin (25-100 μM) shows a strong dose- and time-dependent inhibition of cell growth, accounting for 22% to 51%, 21% to 68%, 9% to 72%, and 42% to 90% growth inhibition after 24, 48, 72, and 96 hours of treatment, respectively. Furthermore, it is observed that both Decursin and Decursinol have cytotoxic effect on DU145 cells, in which similar treatment (25-100 μM for 24, 48, 72, and 96 hours) with Decursin cause 15% to 45% cell death versus 11% to 12% in controls[1]. Decursin blocks tumor progression by suppression of angiopoietin-2, angiopoietin receptor Tie-2, and endothelial nitric oxide synthase (eNOS) in endothelial progenitor cells. Decursin has the ability to inhibit vascular endothelial growth factor (VEGF)-induced proliferation, metastasis, and tube formation in human umbilical vein endothelial cells (HUVECs). Decursin inhibits pro-inflammatory molecules, such as chemokines, cytokines, and enzymes such as Cyclooxygenase-2 (COX-2) and MMPs[2].

[Cell Assay]

To assess the biological activity of these compounds in terms of cell growth and death, DU145 cells are treated with 25, 50, and 100 μM doses of Decursin and Decursinol for 24, 48, 72, and 96 hours[1].

[References]

[1]. Yim D, et al. A novel anticancer agent, decursin, induces G1 arrest and apoptosis in human prostate carcinoma cells. Cancer Res. 2005 Feb 1;65(3):1035-44.

[2]. Shehzad A, et al. Decursin and decursinol angelate: molecular mechanism and therapeutic potential in inflammatory diseases. Inflamm Res. 2018 Mar;67(3):209-218.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
469.4±45.0 °C at 760 mmHg

[ Melting Point ]:
93-94ºC

[ Molecular Formula ]:
C₁₉H₂₀O₅

[ Molecular Weight ]:
328.359

[ Flash Point ]:
206.6±28.8 °C

[ Exact Mass ]:
328.131073

[ PSA ]:
65.74000

[ LogP ]:
4.57

[ Appearance of Characters ]:
white to beige

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.580

[ Storage condition ]:
?20°C

[ Water Solubility ]:
DMSO: soluble5mg/mL, clear

MSDS

Click to get detail MSDS

Safety Information

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
29322090

Articles

Decursin attenuates hepatic fibrogenesis through interrupting TGF-beta-mediated NAD(P)H oxidase activation and Smad signaling in vivo and in vitro.

Life Sci. 108(2) , 94-103, (2014)

We studied that a potent antifibrotic effect of decursin on in vivo liver damage model and the mechanism in inhibiting which transforming growth factor (TGF)-β1-induced human hepatic stellate cells (H...

Ultrafine Angelica gigas powder normalizes ovarian hormone levels and has antiosteoporosis properties in ovariectomized rats: particle size effect.

J. Med. Food 15(10) , 863-72, (2012)

The root of Angelica gigas (Korean angelica) is traditionally used to treat women's ailments that are caused by an impairment of menstrual blood flow and cycle irregularities. This study evaluated the...

Inhibition of angiogenic attributes by decursin in endothelial cells and ex vivo rat aortic ring angiogenesis model.

Indian J. Exp. Biol. 49(11) , 848-56, (2011)

The present study was undertaken to observe the inhibition of angiogenesis by decursin. It was the first time to show that decursin offered strong anti-angiogenic activities under the biologically rel...