For Research Use Only. Not for human or veterinary use.
beta-Rubromycin
Product ID: BLK-1170
Structure
CAS
27267-70-5
Molecular Formula
C27H20O12
Molecular Weight
536.45
Price
1mg: USD 68.00 / 5mg: - / 25mg: -
Storage
-20°C
Solubility
1mg/ml DMSO
Synonyms
Rubromycin B
Purity
>95%
Source Organism
Streptomyces sp.
Summary
beta-Rubromycin Spiroketal quinone antibiotic that inhibits HIV-1 reverse transcriptase and human telomerase.
Details
Rubromycins are actinobacterial aromatic polyketides featuring a hallmark spiroketal pharmacophore. Classic enzymology showed ?- and ?-rubromycin reversibly inhibit HIV-1 reverse transcriptase with competitive interaction versus template朴rimer (and noncompetitive behavior versus nucleotide substrate), indicating blockade of nucleic-acid binding/processing rather than general polymerase poisoning. Separately, rubromycins inhibit human telomerase with micromolar potency, and structure紡ctivity results demonstrated that opening the spiroketal system drastically reduces telomerase inhibition, establishing the spiroketal as a key pharmacophore. More recent genome-mining expanded the rubromycin family (e.g., coumarubrin), reinforcing that these metabolites arise from type II polyketide synthase pathways and can be diversified by tailoring enzymes to yield new antibacterial profiles.
Mechanism
Competes at nucleic acid binding sites, inhibiting HIV-1 reverse transcriptase and telomerase.
Primary Target
HIV-1 reverse transcriptase; Human telomerase
Pathway
Nucleic acid replication; Telomere maintenance
Chemical Class
Spiroketal polyketide (type II PKS)
Discovery Year
1953
Keywords
spiroketal quinone antibiotichiv-1 reverse transcriptase inhibitortelomerase inhibitortype ii polyketidenucleic acid enzyme inhibitornatural product research tool
References
Brockmann et al., Tetrahedron Lett, 1953 (structure of rubromycin)
