Streptonigrin from Streptomyces flocculus , 95% , 3930-19-6
Synonym(s):
Bruneomycin;Nigrin
CAS NO.:3930-19-6
Empirical Formula: C25H22N4O8
Molecular Weight: 506.46
MDL number: MFCD00063401
EINECS: 223-501-8
Pack Size | Price | Stock | Quantity |
1MG | RMB3519.20 | In Stock |
|
others | Enquire |
PRODUCT Properties
Melting point: | 301-303℃ |
Boiling point: | 595.12°C (rough estimate) |
Density | 1.4130 (rough estimate) |
refractive index | 1.6000 (estimate) |
storage temp. | 2-8°C |
solubility | Chloroform:Methanol (1:1): 2 mg/ml |
form | A solid |
pka | 6.2-6.4 (1:1 aq dioxane) |
color | Light brown to brown |
Merck | 13,8907 |
BRN | 599390 |
Description and Uses
Streptonigrin is a phenylpyridylquinoline originally isolated from S. flocculus with diverse biological activities. Streptonigrin (2.5-12.5 μM) induces DNA cleavage by calf thymus topoisomerase II in a concentration-dependent manner. It induces phage production in S. typhimurium when used at concentrations ranging from 1 to 10 μg/ml. Streptonigrin (10 μg/ml) inhibits DNA synthesis in and reduces survival of S. typhimurium bacteria. Streptonigrin is bactericidal against E. coli in an iron-dependent manner, an effect that is blocked by the iron chelators deferoxamine and orthophenanthroline. Streptonigrin (40 nM) is cytotoxic to human HT-29 colon carcinoma cells but not to BE colon carcinoma cells in which NAD(P)H:quinone oxidoreductase is not expressed. Streptonigrin (0.001-0.1 μg/ml) inhibits mitosis and induces chromatin breaks in human leukocytes in a concentration-dependent manner. In vivo, streptonigrin (0.05 mg/kg, i.p.) increases the mean survival time in rats infected with Rauscher virus.
Streptonigrin 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 Streptonigrin are influenced by the nature of the metal ion present and dependent on the production of free radicals. Its antibiotic activity is iron-activated. Streptonigrin from Streptomyces flocculus
Safety
Symbol(GHS) | GHS06 |
Signal word | Danger |
Hazard statements | H300 |
Precautionary statements | P264-P270-P301+P310-P405-P501 |
Hazard Codes | T+ |
Risk Statements | 28 |
Safety Statements | 53-28-36/37/39-45 |
RIDADR | UN 3462 6.1/PG 1 |
WGK Germany | 3 |
RTECS | TJ7350000 |
F | 10-18 |
HazardClass | 6.1(a) |
PackingGroup | II |
Toxicity | LD50 oral in mouse: 2330ug/kg |