title: Synthesis of ethyl 5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate derivatives and evaluation of their antimalarial activities.
abstract: Derivatives of ethyl 5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate (14-20), with side chains varying from three to five carbon atoms and bearing various substituents, have been prepared from ethyl 2-phenyl-1-pyrroline-5-carboxylate (12). Their in vitro activity against P. falciparum (K1 strain) and antimycobacterium and also their cytotoxic activity against Vero cell have been evaluated.
authors.affiliation: Department of Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand.
authors.forename: Nongpanga
authors.initials: N
authors.lastname: Ningsanont
authors.forename: David St C
authors.initials: DS
authors.lastname: Black
authors.forename: Rachada
authors.initials: R
authors.lastname: Chanphen
authors.forename: Yodhathai
authors.initials: Y
authors.lastname: Thebtaranonth
mesh_terms: D000818:Animals; D000962:Antimalarials / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000494:pharmacology / Q000633:toxicity; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002522:Chlorocebus aethiops; D002738:Chloroquine / Q000494:pharmacology; D018432:Drug Resistance, Multiple; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010963:Plasmodium falciparum / Q000187:drug effects; D013329:Structure-Activity Relationship; D014709:Vero Cells
chemical_list: D000962:Antimalarials; D000995:Antitubercular Agents; D001372:Aza Compounds; D019086:Bridged Bicyclo Compounds, Heterocyclic; D002738:Chloroquine