3930-19-6 Usage
Description
BRUNEOMYCIN is a complex cytotoxic antibiotic derived from Streptomyces flocculus or S. rufochromogenus. It exhibits diverse biological activities, including antineoplastic, antibacterial, and antifungal properties. BRUNEOMYCIN is a brown to red solid that is soluble in polar solvents and alkaline solutions but insoluble in most nonpolar solvents and acid solutions.
Uses
Used in Anticancer Applications:
BRUNEOMYCIN is used as an antineoplastic agent for advanced carcinoma. Its antineoplastic activity requires reductive activation by Xanthine-converting enzymes. It induces apoptosis by a mechanism involving NF-κB and DNA cleavage, as well as chromosome damage, which is influenced by the nature of the metal ion present and dependent on the production of free radicals.
Used in Antibacterial Applications:
BRUNEOMYCIN is used as an antibacterial agent, particularly against E. coli, in an iron-dependent manner. Its bactericidal effect is blocked by iron chelators such as deferoxamine and orthophenanthroline.
Used in Antifungal Applications:
BRUNEOMYCIN exhibits broad biological activity against various fungi, making it a potential antifungal agent.
Used in Drug Delivery Systems:
To enhance the efficacy and bioavailability of BRUNEOMYCIN, novel drug delivery systems have been developed. These systems employ various organic and metallic nanoparticles as carriers for BRUNEOMYCIN delivery, aiming to improve its therapeutic outcomes.
Used in Research Applications:
BRUNEOMYCIN is used in research settings to study its effects on DNA synthesis, mitosis, and chromatin breaks in human leukocytes, as well as its cytotoxicity to human colon carcinoma cells.
Brand Name:
BRUNEOMYCIN is also known by the brand name Nigrin, which is manufactured by Pfizer.
Biochem/physiol Actions
Streptonigrin (SN) is an aminoquinone antitumour antibiotic. Its antineoplastic activity requires reductive activation by Xanthine-converting enzymes. It induces apoptosis by a mechanism involving NF-κB. DNA cleavage reaction and chromosome damage by SN are influenced by the nature of the metal ion present and dependent on the production of free radicals. Its antibiotic activity is iron-activated.
Purification Methods
Streptonigrin is purified by TLC on pH 7-buffered silica gel plates (made from a slurry of Silica Gel 60 and 400mL of 0.05M phosphate buffer pH 7.0) and eluted with 5% MeOH/CHCl3. Material from the extracted band recrystallises from Me2CO or dioxane as almost black plates or needles. It is soluble in pyridine, Me2NCHO, aqueous NaHCO3 (some dec), and slightly soluble in MeOH, EtOH, EtOAc and H2O. It has UV max 248, 375-380nm ( 38,400 and 17,400). [Weinreb et al. J Am Chem Soc 104 536 1982, Rao et al. J Am Chem Soc 85 2532 1963.] Itis antineoplastic and causes severe bone marrow depression [Wilson et al. Antibiot Chemother 11 147 1961].
Check Digit Verification of cas no
The CAS Registry Mumber 3930-19-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,9,3 and 0 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3930-19:
(6*3)+(5*9)+(4*3)+(3*0)+(2*1)+(1*9)=86
86 % 10 = 6
So 3930-19-6 is a valid CAS Registry Number.
InChI:InChI=1/C25H22N4O8/c1-9-14(10-6-8-13(35-2)23(36-3)20(10)30)15(26)19(29-17(9)25(33)34)12-7-5-11-18(28-12)22(32)16(27)24(37-4)21(11)31/h5-8,30H,26-27H2,1-4H3,(H,33,34)
