Home Categories API Streptonigrin from Streptomyces flocculus
A7264412

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
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Update time: 2022-07-08

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
10-18
HazardClass  6.1(a)
PackingGroup  II
Toxicity LD50 oral in mouse: 2330ug/kg

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