BioViotica

γ-Rubromycin

CHF 95.00
In stock
BVT-0007-M0011 mgCHF 95.00
BVT-0007-M0055 mgCHF 385.00
More Information
Product Details
Product Type Chemical
Properties
Formula

C26H18O12

MW 522.4
CAS 27267-71-6
Source/Host Chemicals Isolated from Streptomyces sp.
Purity Chemicals ≥98% (HPLC)
Appearance Red powder.
Solubility Soluble in methylene chloride, DMSO or methanol.
Identity Determined by 1H-NMR.
Declaration Manufactured by BioViotica.
InChi Key CKLKRRFSZZUFKT-UHFFFAOYSA-N
Smiles COC(=O)C1=CC2=CC3=C(O[C@@]4(CC5=C(O)C6=C(C(O)=C5O4)C(=O)C(OC)=CC6=O)CC3)C(O)=C2C(=O)O1
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.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic.
  • HIV-1 reverse transcriptase and human telomerase inhibitor.
  • Antibacterial.
  • Anticancer agent. ytostatically active against different tumor cell lines.
  • Human telomerase inhibitor.
Product References
  1. Rubromycins. 3. The constitution of alpha-rubromycin, beta-rubromycin, gamma-rubromycin, and gamma-iso-rubromycin: H. Brockmann & A. Zeeck; Chem. Ber. 103, 170 (1970)
  2. Inhibition of human immunodeficiency virus-1 reverse transcriptase activity by rubromycins: competitive interaction at the template.primer site: M.E. Goldman, et al.; Mol. Pharmacol. 38, 20 (1990)
  3. Inhibition of human telomerase by rubromycins: implication of spiroketal system of the compounds as an active moiety: T. Ueno, et al.; Biochemistry 39, 5995 (2000)
  4. Structural and biosynthetic investigations of the rubromycins: C. Puder, et al.; Eur. J. Org. Chem. 2000, 729 (2000)
  5. Determination of the absolute configurations of gamma-rubromycins and related spiro compounds: G. Bringmann, et. al.; Eur. J. Org. Chem. 2000, 2729 (2000)
  6. Rubromycins: Structurally intriguing, biologically valuable, synthetically challenging antitumour antibiotics: M. Brasholz, et al.; Eur. J. Org. Chem. 3801 (2007)
  7. Total synthesis of (+/-)-gamma-rubromycin on the basis of two aromatic Pummerer-type reactions: S. Akai, et al.; Angew. Chem. Int. Ed. 46, 7458 (2007)
  8. Interaction of heliquinomycin with single-stranded DNA inhibits MCM4/6/7 helicase: T. Sugiyama, et. al.; J. Biochem. 151, 129 (2012)
  9. A Convergent Total Synthesis of the Telomerase Inhibitor (±)-γ-Rubromycin: M. Wilsdorf & H.-U. Reißig; Angew. Chem. Int. Ed. 53, 4495 (2014)
  10. Isolation, biological activity, biosynthesis and synthetic studies towards the rubromycin family of natural products: D.J. Atkinson & M.A. Brimble; Nat. Prod. Rep. 32, 811 (2015)
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