title: A concise silylamine approach to 2-amino-3-hydroxy-indoles with potent in vivo antimalaria activity.
abstract: The development of a concise strategy to access 2-amino-3-hydroxy-indoles, which are disclosed as novel antimalarials with potent in vivo activity, is reported. Starting from isatins the target compounds are synthesized in 2 steps and in good yields via oxoindole intermediates by employing tert-butyldimethylsilyl amine (TBDMSNH(2)) as previously unexplored ammonia equivalent.
authors: Infectious Disease Initiative Program, The Broad Institute of Harvard and MIT, 7 Cambridge Center, Cambridge, Massachusetts 02142, USA.
authors: Sameer
authors: S
authors: Urgaonkar
authors: Joseph F
authors: JF
authors: Cortese
authors: Robert H
authors: RH
authors: Barker
authors: Mandy
authors: M
authors: Cromwell
authors: Adelfa E
authors: AE
authors: Serrano
authors: Dyann F
authors: DF
authors: Wirth
authors: Jon
authors: J
authors: Clardy
authors: Ralph
authors: R
authors: Mazitschek
mesh_terms: D000588:Amines / Q000737:chemistry*; D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000627:therapeutic use*; D007211:Indoles / Q000138:chemical synthesis* / Q000627:therapeutic use; D016778:Malaria, Falciparum / Q000188:drug therapy*; D051379:Mice; D015394:Molecular Structure; D010963:Plasmodium falciparum / Q000187:drug effects; D012821:Silanes / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000588:Amines; D000962:Antimalarials; D007211:Indoles; D012821:Silanes; C510549:3-hydroxyindole