142890-13-9Relevant academic research and scientific papers
The neuroprotective action of JNK3 inhibitors based on the 6,7-dihydro-5H-pyrrolo[1,2-a]imidazole scaffold
Graczyk, Piotr P.,Khan, Afzal,Bhatia, Gurpreet S.,Palmer, Vanessa,Medland, Darren,Numata, Hirotoshi,Oinuma, Hitoshi,Catchick, Jacqueline,Dunne, Angela,Ellis, Moira,Smales, Caroline,Whitfield, Jonathan,Neame, Stephen J.,Shah, Bina,Wilton, Daniel,Morgan, Louise,Patel, Toshal,Chung, Raymond,Desmond, Howard,Staddon, James M.,Sato, Nobuaki,Inoue, Atsushi
, p. 4666 - 4670 (2007/10/03)
Imidazole-based structures of p38 inhibitors served as a starting point for the design of JNK3 inhibitors. Construction of a 6,7-dihydro-5H-pyrrolo[1,2-a] imidazole scaffold led to the synthesis of the (S)-enantiomers, which exhibited p38/JNK3 IC50 ratio of up to 10 and were up to 20 times more potent inhibitors of JNK3 than the relevant (R)-enantiomers. The JNK3 inhibitory potency correlated well with inhibition of c-Jun phosphorylation and neuroprotective properties of the compounds in low K+-induced cell death of rat cerebellar granule neurones.
Synthetic studies of carzinophilin. Part 1: Synthesis of 2-methylidene-1-azabicyclo[3.1.0]hexane systems related to carzinophilin
Hashimoto, Masaru,Matsumoto, Miyoko,Terashima, Shiro
, p. 3019 - 3040 (2007/10/03)
Synthesis of the model compounds of carzinophilin carrying 2-methylidene-1-aza-bicyclo[3.1.0]hexane systems was achieved. Formation of malonylidenes or N-acyl-glycinylidenepyrrolidines was carried out by utilizing Eschenmoser's sulfide contraction or Herdeis's condensation between the 2-methylthio-Δ1-pyrrolone derivatives and ethyl nitroacetate, respectively. The 1-azabicyclo-[3.1.0]hexane systems were constructed by base-promoted aziridine formation.
Synthesis, Chemical Reactivity, and Cytotoxicity of 2-Bis(alkoxycarbonyl)methyliden-1-azabicyclohexane Systems Related to Antitumor Antibiotic Carzinophilin A
Hashimoto, Masaru,Yamada, Kaoru,Terashima, Shiro
, p. 975 - 978 (2007/10/02)
Enantiomeric pairs of the title compounds were synthesized starting from (S)- and (R)-pyroglutamic acid.They were found to be susceptible to nucleophilic ring opening of aziridine moieties and to exhibit weak in vitro cytotoxicity.
