1314099-63-2Relevant academic research and scientific papers
Synthesis and biological evaluation of 1,4-naphthoquinones and quinoline-5,8-diones as antimalarial and schistosomicidal agents
Lanfranchi, Don Antoine,Cesar-Rodo, Elena,Bertrand, Beno?t,Huang, Hsin-Hung,Day, Latasha,Johann, Laure,Elhabiri, Mourad,Becker, Katja,Williams, David L.,Davioud-Charvet, Elisabeth
, p. 6375 - 6387 (2012/09/05)
Improving the solubility of polysubstituted 1,4-naphthoquinone derivatives was achieved by introducing nitrogen in two different positions of the naphthoquinone core, at C-5 and at C-8 of menadione through a two-step, straightforward synthesis based on the regioselective hetero-Diels-Alder reaction. The antimalarial and the antischistosomal activities of these polysubstituted aza-1,4-naphthoquinone derivatives were evaluated and led to the selection of distinct compounds for antimalarial versus antischistosomal action. The AgII-assisted oxidative radical decarboxylation of the phenyl acetic acids using AgNO3 and ammonium peroxodisulfate was modified to generate the 3-picolinyl-menadione with improved pharmacokinetic parameters, high antimalarial effects and capacity to inhibit the formation of β-hematin. The Royal Society of Chemistry 2012.
Glutathione reductase-catalyzed cascade of redox reactions to bioactivate potent antimalarial 1,4-naphthoquinones - A new strategy to combat malarial parasites
Mueller, Tobias,Johann, Laure,Jannack, Beate,Brueckner, Margit,Lanfranchi, Don Antoine,Bauer, Holger,Sanchez, Cecilia,Yardley, Vanessa,Deregnaucourt, Christiane,Schrevel, Joseph,Lanzer, Michael,Schirmer, R. Heiner,Davioud-Charvet, Elisabeth
supporting information; experimental part, p. 11557 - 11571 (2011/09/16)
Our work on targeting redox equilibria of malarial parasites propagating in red blood cells has led to the selection of six 1,4-naphthoquinones, which are active at nanomolar concentrations against the human pathogen Plasmodium falciparum in culture and a
