Netropsin dihydrochloride

Names

[ Name ]:
Netropsin dihydrochloride

[Synonym ]:
LA 887
netropsin dihydrochloride
ANTIBIOTIC 1A-887
NETROPSIN CHLORIDE
congocidin dihydrochloride

Biological Activity

[Description]:

Netropsin (dihydrochloride) is a small-molecule MGB (minor-groove binder), inhibits the catalytic activity of isolated topoisomerase and interferes with the stabilization of the cleavable complexes of topoisomerase II and I in nuclei[1]. Netropsin (dihydrochloride) has potential antibiotic and antiviral properties by binding to dsDNA in a non-intercalative manner, it improves survival from murine endotoxaemia by attenuating NOS2 induction through interference with HMGA1 DNA binding to the core NOS2 promoter[2]. Netropsin (dihydrochloride) in solutions of DNA has radioprotective ability against radiation-induced damage due to its high binding affinity and high structural stabilization, hydroxyl radical (OH*) generated by ionizing radiation cannot radiolyse the netropsin-DNA complex[3].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[References]

[1]. Beerman TA et al. Netropsin and bis-netropsin analogs as inhibitors of the catalytic activity of mammalian DNA topoisomerase II and topoisomerase cleavable complexes. Biochim Biophys Acta. 1991 Aug 27;1090(1):52-60.

[2]. Grant MA, et al. Netropsin improves survival from endotoxaemia by disrupting HMGA1 binding to the NOS2 promoter. Biochem J. 2009 Feb 15;418(1):103-12.

[3]. Mishra K et al. Netropsin, a minor groove binding ligand: a potential radioprotective agent. Radiat Res. 2009 Dec;172(6):698-705.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₈H₂₈Cl₂N₁₀O₃

[ Molecular Weight ]:
466.92500

[ Exact Mass ]:
466.19600

[ PSA ]:
208.93000

[ LogP ]:
2.42320

[ Storage condition ]:
-20°C

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310 + P330

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
20/21/22

[ Safety Phrases ]:
36/37

[ RIDADR ]:
UN 2811 6.1 / PGIII

[ RTECS ]:
DW2973000

Articles

Free energy calculations offer insights into the influence of receptor flexibility on ligand-receptor binding affinities.

J. Comput. Aided Mol. Des. 25(8) , 709-16, (2011)

Docking algorithms for computer-aided drug discovery and design often ignore or restrain the flexibility of the receptor, which may lead to a loss of accuracy of the relative free enthalpies of bindin...

Polyamide-scorpion cyclam lexitropsins selectively bind AT-rich DNA independently of the nature of the coordinated metal.

PLoS ONE 6(5) , e17446, (2011)

Cyclam was attached to 1-, 2- and 3-pyrrole lexitropsins for the first time through a synthetically facile copper-catalyzed "click" reaction. The corresponding copper and zinc complexes were synthesiz...

DNA site-specific N3-adenine methylation targeted to estrogen receptor-positive cells.

Bioorg. Med. Chem. 19 , 5093-102, (2011)

A compound that can target cells expressing the estrogen receptor (ER), and produce predominantly 3-MeA adducts in those cells has been designed and synthesized. This compound produces mainly the 3-Me...