Bostrycin

More Information
Product Details
Synonyms	Rhodosporin; 5,6,7,8-Tetrahydro-5,6,7,9,10-pentahydroxy-2-methoxy-7-methyl-1,4-anthracenedione
Product Type	Chemical
Properties
Formula	C₁₆H₁₆O₈
MW	336.3
CAS	21879-81-2
RTECS	CB8068000
Source/Host Chemicals	Isolated from fungus Arthrinium sp.
Purity Chemicals	≥95% (HPLC)
Appearance	Dark red solid.
Solubility	Soluble in DMSO (1mg/ml).
InChi Key	ZQNOLGRKZRDRQO-XHSDSOJGSA-N
Smiles	O=C(C(OC)=C1)C2=C(C(O)=C([C@H](O)[C@@H](O)[C@](O)(C)C3)C3=C2O)C1=O
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Description

Anthraquinone antibiotic. Red antibacterial agent against Gram positive bacteria.
Anticancer agent. Inhibits cell proliferation of human lung carcinoma A549 cells via downregulation of the PI3K/Akt pathway. Also shown to block cell cycle at G1 phase leading to cell death.
Induced mitochondria-mediated apoptosis in the yeast Saccharomyces cerevisiae.
Weak in vitro inhibitor of Mycobacterium tuberculosis protein tyrosine phosphatase (MptpB).
Potential red-colored agent for food processing.

Product References

Structure of bostrycin: T. Noda, et al.; Tetrahed. Lett. 9, 6087 (1968)
The structure of bostrycin: T. Noda, et al.; Tetrahedron 26, 1339 (1970)
The antibiotic bostrycin from Alternaria Eichhorniae: K.L. Stevens, et al.; Phytochem. 18, 1579 (1979)
Bostrycin: S.Y. Chen, et al.; Acta Crystallogr. Sect. E Struct. Rep. Online 64, o2226 (2008)
The anthracenedione compound bostrycin induces mitochondria-mediated apoptosis in the yeast Saccharomyces cerevisiae: C. Xu, et al.; FEMS Yeast Res. 10, 297 (2010)
Bostrycin inhibits proliferation of human lung carcinoma A549 cells via downregulation of the PI3K/Akt pathway: W.S. Chen, et al.; J. Exp. Clin. Cancer Res. 30, 17 (2011)
Bostrycin, a novel coupling agent for protein immobilization and prevention of biomaterial-centered infection produced by Nigrospora sp. No. 407: W.J. Yang, et al.; Enzyme Microb. Technol. 50, 287 (2012)
Studies on the synthesis of derivatives of marine-derived bostrycin and their structure-activity relationship against tumor cells: H. Chen, et al.; Mar. Drugs 10, 932 (2012)
Identification of Bostrycin Derivatives as Potential Inhibitors of Mycobacterium tuberculosis Protein Tyrosine Phosphatase (MptpB): D.N. Chen, et al.; Med. Chem. 12, 296 (2016)
Bostrycin production by agro-industrial residues and its potential for food processing: Y.-H. Huang, et al.; Food Sci. Biotech. 26, 715 (2017)

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