BioViotica

β-Rubromycin

CHF 90.00
In stock
BVT-0251-M0011 mgCHF 90.00
BVT-0251-M0055 mgCHF 360.00
More Information
Product Details
Synonyms Methyl-8,10'-dihydroxy-5,7-dimethoxy-4,9,9'-trioxo-4,4',9,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[4,3-g]chromene]-7'-carboxylate
Product Type Chemical
Properties
Formula

C27H20O12

MW 536.4
CAS 27267-70-5
Source/Host Chemicals Isolated from Streptomyces sp.
Purity Chemicals ≥98% (HPLC)
Appearance Dark blue solid.
Solubility Soluble in DMSO or chloroform.
Identity Determined by 1H-NMR.
Declaration Manufactured by BioViotica.
InChi Key YYQMDOZKNSEHDS-UHFFFAOYSA-N
Smiles COC(=O)C1=CC2=CC3=C(O[C@@]4(CC5=C(O4)C(=O)C4=C(O)C(OC)=CC(OC)=C4C5=O)CC3)C(O)=C2C(=O)O1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
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 inhibitor.
  • Human telomerase inhibitor.
  • Anticancer agent. Cytostatic against different tumor cell lines.
Product References
  1. The structure of rubromycin: H. Brockmann, et al.; THL 30, 3525 (1966)
  2. Rubromycin II: H. Brockmann, et al.; Chem. Ber. 102, 126 (1969)
  3. Rubromycins. 3. The constitution of alpha-rubromycin, beta-rubromycin, gamma-rubromycin, and gamma-iso-rubromycin: H. Brockmann & A. Zeeck; Chem. Ber. 103, 1709 (1970)
  4. 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)
  5. 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)
  6. Structural and biosynthetic investigations of the rubromycins: C. Puder, et al.; Eur. J. Org. Chem. 2000, 729 (2000)
  7. Determination of the absolute configurations of gamma-rubromycins and related spiro compounds: G. Bringmann, et. al.; Eur. J. Org. Chem. 2000, 2729 (2000)
  8. Rubromycins: Structurally intriguing, biologically valuable, synthetically challenging antitumour antibiotics: M. Brasholz, et al.; Eur. J. Org. Chem. 2007, 3801 (2007)
  9. Anti-cancer targeting telomerase inhibitors: β-rubromycin and oleic acid: Y. Mizushina, et al.; Mini-Rev. Med. Chem. 12, 1135 (2012)
  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)
  11. The oncogene-dependent resistance to reprogramming unveils cancer therapeutic targets: K. Ito, et al.; Cell Rep. 39, 110721 (2022)
© 2017 Adipogen Life Sciences. Pictures: © 2012 Martin Oeggerli. All Rights Reserved.