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Beauvericin

Beauvericin is a cyclic hexadepsipeptide mycotoxin initially produced by species of Cordyceps. Beauvericin exhibits pro-oxidative and anticancer activities. In colon adenocarcinoma cells, beauvericin induces oxidative stress by increasing ROS levels and decreasing glutathione levels and also induces mitochondria-dependent apoptosis by decreasing the mitochondrial membrane potential. In non-small cell lung cancer (NSCLC) cells, beauvericin upregulates Bax, Bak, and p-Bad, downregulates p-Bcl-2, activates caspase 3, and increases release of cytochrome c, resulting in apoptosis and cell death. Additionally, this compound stimulates influx of Ca2+ into cells.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18843118

Cas No.

26048-05-5

Purity

≥95%

Formula

C45H57N3O9

Formula Wt.

783.95

IUPAC Name

3,9,15-tribenzyl-4,10,16-trimethyl-6,12,18-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone

Melting Point

147-148°C

Solubility

Insoluble in water. Soluble in organic solvents.

Appearance

White crystalline powder

Prosperini A, Juan-García A, Font G, et al. Beauvericin-induced cytotoxicity via ROS production and mitochondrial damage in Caco-2 cells. Toxicol Lett. 2013 Oct 24;222(2):204-11. PMID: 23850777.

Chen BF, Tsai MC, Jow GM. Induction of calcium influx from extracellular fluid by beauvericin in human leukemia cells. Biochem Biophys Res Commun. 2006 Feb 3;340(1):134-9. PMID: 16343425.

Lin HI, Lee YJ, Chen BF, et al. Involvement of Bcl-2 family, cytochrome c and caspase 3 in induction of apoptosis by beauvericin in human non-small cell lung cancer cells. Cancer Lett. 2005 Dec 18;230(2):248-59. PMID: 16297711.

Harnois DM, Que FG, Celli A, et al. Bcl-2 is overexpressed and alters the threshold for apoptosis in a cholangiocarcinoma cell line. Hepatology. 1997 Oct;26(4):884-90. PMID: 9328309.

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