51925-56-5Relevant academic research and scientific papers
Structure-activity relationship study of 3-amino-2-indolyllactam derivatives: Development of inhibitors of oxidative stress-induced necrosis
Dodo, Kosuke,Hayamizu, Kenji,Shimizu, Tadashi,Sodeoka, Mikiko
, p. 886 - 898 (2016)
Modification of our previously reported selective inhibitor of oxidative stress-induced necrosis, 2-(1H-indol-3-yl)-3-pentylamino-maleimide (IM-54) by regioselective reduction of the C-4 carbonyl group afforded a 3-amino-2-indolyllactam (IL-1) with more potent activity. To examine the structure-activity relationship of IL derivatives, we developed new synthetic routes with flexibility to incorporate a range of substituents at a late stage. The synthesized IL derivatives were evaluated for activity to inhibit necrotic cell death induced by hydrogen peroxide. Among them, IL-12 showed the most potent activity (IC50=49 nM) among the IL and indolylmaleimide (IM) derivatives examined.
Radical scavenging activity of ascorbic acid analogs containing a carbonyl conjugated ene-diol structure
Nomura, Shogo,Inami, Keiko,Mochizuki, Masataka
, p. 86 - 101 (2016)
Small molecule antioxidants such as ascorbic acid (AscH2) prevent the oxidative damage of biological molecules by scavenging reactive oxygen species. A carbonyl-conjugated ene-diol structure is essential for the antioxidant activity of AscH2. As such, we synthesized novel AscH2 analogs containing a carbonyl conjugated ene-diol structure and evaluated their radical scavenging activities. When the 1,2-dihydroxyethyl group was removed, radical scavenging activity equal to AscH2 was observed. Analogs containing an endocyclic nitrogen atom instead of a ring oxygen displayed higher radical scavenging activities than AscH2. Therefore, the electron donating effect of the carbonyl conjugated ene-diol structure greatly increased the radical scavenging activity of AscH2 analogs.
Studies on the synthesis and bioactivities of 4-amino derivatives of tetramic acid
Liu, Yu-Xiu,Zhao, Hua-Ping,Song, Hai-Bin,Gu, Yu-Cheng,Wang, Qing-Min
, p. E25-E33 (2014/11/07)
In order to study the potential bioactivities of 4-amino tetramic acid derivatives, the 4-amination products of pyrrolidine-2,4-diones (5) and 4-hydroxy-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylates (4) were prepared. The 4-amination of 5 took place in high yield when catalyzed by acetic acid, whereas the 4-amination of 4 was achieved through a 4-ethoxy intermediate, which was prepared by acidic etherification. Their herbicidal, fungicidal, insecticidal, and antitumor activities were tested. The bioassays showed that two of the compounds exhibited good herbicidal activity against dicot Arabidopsis thaliana at a concentration of 10 μg/mL, and one compound gave instinct fungicidal activity against Pythium sp. at a concentration of 2 μg/mL.
Tetramic acids as scaffolds: Synthesis, tautomeric and antibacterial behaviour
Jeong, Yong-Chul,Moloney, Mark G.
scheme or table, p. 2487 - 2491 (2010/03/01)
Efficient synthetic routes for tetramic acids variously substituted on the ring nitrogen, their tautomeric behaviour in solution and their antibiotic activity are reported.
2-Oxoglutarate analogue inhibitors of prolyl hydroxylase domain 2
Mecinovic, Jasmin,Loenarz, Christoph,Chowdhury, Rasheduzzaman,Schofield, Christopher J.
supporting information; experimental part, p. 6192 - 6195 (2010/06/13)
Analogues of the 2-oxoglutarate cosubstrate of the human oxygen sensing enzyme prolyl hydroxylase domain 2 (PHD2) with variations in the potential iron-chelating group were screened as inhibitors and for binding (using non-denaturing electrospray ionization mass spectrometry) to PHD2.
Dihydronaphthyridine potassium channel openers
-
, (2008/06/13)
Compounds of formula I are useful in treating diseases prevented by or ameliorated with potassium channel openers. Also disclosed are potassium channel opening compositions and a method of opening potassium channels in a mammal.
