51077-14-6Relevant articles and documents
Synthesis of a Bicyclic Azetidine with in Vivo Antimalarial Activity Enabled by Stereospecific, Directed C(sp3)-H Arylation
Maetani, Micah,Zoller, Jochen,Melillo, Bruno,Verho, Oscar,Kato, Nobutaka,Pu, Jun,Comer, Eamon,Schreiber, Stuart L.
supporting information, p. 11300 - 11306 (2017/08/21)
The development of new antimalarial therapeutics is necessary to address the increasing resistance to current drugs. Bicyclic azetidines targeting Plasmodium falciparum phenylalanyl-tRNA synthetase comprise one promising new class of antimalarials, especially due to their activities against three stages of the parasite's life cycle, but a lengthy synthetic route to these compounds may affect the feasibility of delivering new therapeutic agents within the cost constraints of antimalarial drugs. Here, we report an efficient synthesis of antimalarial compound BRD3914 (EC50 = 15 nM) that hinges on a Pd-catalyzed, directed C(sp3)-H arylation of azetidines at the C3 position. This newly developed protocol exhibits a broad substrate scope and provides access to valuable, stereochemically defined building blocks. BRD3914 was evaluated in P. falciparum-infected mice, providing a cure after four oral doses.
Nickel-mediated radioiodination of aryl and heteroaryl bromides: Rapid synthesis of tracers for SPECT imaging
Cant, Alastair A.,Champion, Sue,Bhalla, Rajiv,Pimlott, Sally L.,Sutherland, Andrew
supporting information, p. 7829 - 7832 (2013/08/23)
Rapid and efficient radioiodination of aryl and heteroaryl bromides has been achieved using a nickel(0)-mediated halogen-exchange reaction. This transformation gives direct access to [123I]- and [ 125I]-imaging agents for single photon emission computed tomography (SPECT), such as 5-[123I]-A85380 (see scheme, Boc=tert- butyloxycarbonyl, cod=1,5-cyclooctadiene, TFA=trifluoroacetic acid). Copyright
Aminoacyl-tRNA synthetase inhibitors as potent and synergistic immunosuppressants
Van De Vijver, Pieter,Ostrowski, Tomasz,Sproat, Brian,Goebels, Jozef,Rutgeerts, Omer,Van Aerschot, Arthur,Waer, Mark,Herdewijn, Piet
experimental part, p. 3020 - 3029 (2009/04/07)
The aminoacyl-tRNA synthetase family of enzymes is the target of many antibacterials and inhibitors of eukaryotic hyperproliferation. In screening analogues of 5′-O-(N-L-aminoacyl)-sulfamoyladenosine containing all 20 proteinogenic amino acids, we found t
