55038-90-9Relevant articles and documents
Identification of methionine aminopeptidase 2 as a molecular target of the organoselenium drug ebselen and its derivatives/analogues: Synthesis, inhibitory activity and molecular modeling study
W?glarz-Tomczak, Ewelina,Burda-Grabowska, Ma?gorzata,Giurg, Miros?aw,Mucha, Artur
supporting information, p. 5254 - 5259 (2016/11/09)
A collection of twenty-six organoselenium compounds, ebselen and its structural analogues, provided a novel approach for inhibiting the activity of human methionine aminopeptidase 2 (MetAP2). This metalloprotease, being responsible for the removal of the amino-terminal methionine from newly synthesized proteins, plays a key role in angiogenesis, which is essential for the progression of diseases, including solid tumor cancers. In this work, we discovered that ebselen, a synthetic organoselenium drug molecule with anti-inflammatory, anti-oxidant and cytoprotective activity, inhibits one of the main enzymes in the tumor progression pathway. Using three-step synthesis, we obtained twenty-five ebselen derivatives/analogues, ten of which are new, and tested their inhibitory activity toward three neutral aminopeptidases (MetAP2, alanine and leucine aminopeptidases). All of the tested compounds proved to be selective, slow-binding inhibitors of MetAP2. Similarly to ebselen, most of its analogues exhibited a moderate potency (IC50= 1–12 μM). Moreover, we identified three strong inhibitors that bind favorably to the enzyme with the half maximal inhibitory concentration in the submicromolar range.
Nucleophilic cleavage of selenaheterocyclic ring in benzisoselenazol-3(2H)- ones and 1,3,2-benzodiselenazoles
Lisiak,Mlochowski,Palus
, p. 1403 - 1411 (2008/09/17)
The reactions of cyclic selenenamides: benzisoselenazol-3(2H)-ones and 1,3,2-benzo-diselenazoles 3 with living cell nucleophiles such as water and thiols were investigated. Both of them caused Se-N bond cleavage. The thiolysis of 1 led to selenosulphides
SYNTHESE DE DERIVES OXO DE LA BENZOSELENAZINE-1,3
Mbuyi, M.,Christiaens, L.,Renson, M.
, p. 395 - 404 (2007/10/02)
Synthesis of 1,3-benzoselenazine derivatives is attempted via cyclization of o-methylselenobenzoylformamidines, via ring-expansion of 1,2-benzisoselenazolin-3-ones and via N-ethoxycarbonyl o-bromoselenobenzaldimine. This research succeeded in the synthesi