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Osthole

Osthole is an O-methylated coumarin that inhibits Ca2+ channels. It exhibits anticancer, antioxidative, anti-inflammatory, and cardioprotective activities. In glioblastoma cells, osthole inhibits IGF-1-induced epithelial-to-mesenchymal transition (EMT), decreases phosphorylation of Akt and GSK-3β, inhibiting cell migration. Osthole also exhibits anti-metastatic potential in lung cancer cells, inhibiting migration and invasion by decreasing expression of matrix metalloproteinases 2 and 9 (MMP2/9). In animal models of ischemia/reperfusion, osthole decreases levels of ROS, malondialdehyde, IL-6, TNF-α, and myeloperoxidase, increases activity of superoxide dismutase, and improves lung injury pathology. Osthole also inhibits lung inflammation induced by administration of carrageenan in vivo. In animal models of cardiac ischemia/reperfusion, this compound inhibits lipid peroxidation and decreases expression of HMGB1 and NF-κB.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18951430

Cas No.

484-12-8

Purity

≥98%

Formula

C15H16O3

Formula Wt.

244.29

Chemical Name

2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)- (9CI)

IUPAC Name

7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one

Synonym

Osthol; Ostol; Ostole.

Melting Point

83-84°C

Solubility

Practically insoluble in water. Soluble in aq alkalies, alcohol, chloroform or acetone.

Appearance

Light Yellow Powder

Lin YC, Lin JC, Hung CM, et al. Osthole inhibits insulin-like growth factor-1-induced epithelial to mesenchymal transition via the inhibition of PI3K/Akt signaling pathway in human brain cancer cells. J Agric Food Chem. 2014 May 14. [Epub ahead of print]. PMID: 24828835.

Li Z, Ji H, Song X, et al. Osthole attenuates the development of carrageenan-induced lung inflammation in rats. Int Immunopharmacol. 2014 May;20(1):33-6. PMID: 24576740.

Mo LQ, Chen Y, Song L, et al. Osthole prevents intestinal ischemia-reperfusion-induced lung injury in a rodent model. J Surg Res. 2014 Mar 15. [Epub ahead of print]. PMID: 24726060.

Wang XY, Dong WP, Bi SH, et al. Protective effects of osthole against myocardial ischemia/reperfusion injury in rats. Int J Mol Med. 2013 Aug;32(2):365-72. PMID: 23695269.

Xu XM, Zhang Y, Qu D, et al. Osthole suppresses migration and invasion of A549 human lung cancer cells through inhibition of matrix metalloproteinase-2 and matrix metallopeptidase-9 in vitro. Mol Med Rep. 2012 Nov;6(5):1018-22. PMID: 22923177.

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