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Simocyclinone D8

BVT-0290-M001 1 mg $90.00
BVT-0290-M005 5 mg $270.00
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Additional Information

Properties
Formula C46H42ClNO18
MW 932.3
CAS 301845-97-6
Source/Host Chemicals Isolated from Streptomyces antibioticus Tü 6040.
Purity ≥97% (HPLC)
Appearance Yellow powder.
Solubility Soluble in DMSO, methanol, acetone, dichloromethane or ethyl acetate.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
InChi Key PLEGMCYXNQPJNV-TYXWGSLYSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
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Product Description

  • Antibiotic.
  • Bacterial DNA gyrase inhibitor: Staphylococcus aureus (IC50= 1.45µM), E. coli (IC50= 0.41µM).
  • Human topoisomerase II (Topo II) inhibitor (IC50= 100µM).
  • Antibacterial (Gram-positive).
  • Antitumor compound.

Product References

  1. Simocyclinones, novel cytostaticangucyclinone antibiotics produced by StreptomycesantibioticusTu 6040. I. Taxonomy, fermentation, isolation and biological activities: J. Schimana, et al.; J. Antibiot. 53, 779 (2000)
  2. Biosynthesis of simocyclinone D8 in an 18O2-rich atmosphere: M. Holzenkämpfer & A. Zeeck; J. Antibiot. 55, 341 (2002)
  3. Simocyclinones, novel cytostaticangucyclinone antibiotics produced by StreptomycesantibioticusTu 6040 II. Structure elucidation and biosynthesis: M. Holzenkämpfer, et al.; J. Antibiot. 55, 301 (2002)
  4. Simocyclinone D8, an inhibitor of DNA gyrase with a novel mode of action: R.H. Flatman, et al.; Antimicrob. Agents Chemother. 49, 1093 (2005)
  5. A crystal structure of the bifunctional antibiotic simocyclinone D8, bound to DNA gyrase: M.J. Edwards, et al.; Science 326, 1415 (2009)
  6. In vivo and in vitro patterns of the activity of simocyclinone D8, an angucyclinone antibiotic from Streptomycesantibioticus: L.M. Oppegard, et al.; Antimicrob. Agents Chemother. 53, 2110 (2009)
  7. Mapping simocyclinone D8 interaction with DNA gyrase: evidence for a new binding site on GyrB: C. Sissi, et al.;Antimicrob. Agents Chemother. 54, 213 (2009)
  8. The aminocoumarins: biosynthesis and biology: L. Heide; Nat. Prod. Rep. 26, 1241 (2009) (Review)
  9. Anti-proliferative effects of simocyclinone D8 (SD8), a novel catalytic inhibitor of topoisomerase II: A.A. Sadiq, et al.; Invest New Drugs 28, 20 (2010)
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