title: Armeniaspiroles, a new class of antibacterials: Antibacterial activities and total synthesis of 5-chloro-Armeniaspirole A.
abstract: Armeniaspiroles, a novel class of natural products isolated from Streptomyces armeniacus, are characterized by a novel spiro[4.4]non-8-ene scaffold. Various derivatives of Armeniaspiroles could be obtained by halogenation, alkylation, addition/elimination or reductions. A total synthesis of the 5-chloro analog of Armeniaspirole A has been accomplished in a linear six-step sequence. 5-Chloro-Armeniaspirole A exhibits good activity against a range of multidrug-resistant, Gram-positive bacterial pathogens.
authors.affiliation: Sanofi Research & Development, TSU Infectious Disease, 195, route d'Espagne BP 13669 31036 Toulouse Cedex 1, France. cedric.couturier@sanofi.com
authors.forename: Cédric
authors.initials: C
authors.lastname: Couturier
authors.forename: Armin
authors.initials: A
authors.lastname: Bauer
authors.forename: Astrid
authors.initials: A
authors.lastname: Rey
authors.forename: Cosima
authors.initials: C
authors.lastname: Schroif-Dufour
authors.forename: Mark
authors.initials: M
authors.lastname: Broenstrup
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D024901:Drug Resistance, Multiple, Bacterial / Q000187:drug effects*; D000072237:ERG1 Potassium Channel; D016984:Enterococcus faecium / Q000187:drug effects / Q000254:growth & development; D051638:Ether-A-Go-Go Potassium Channels / Q000037:antagonists & inhibitors; D006801:Humans; D007769:Lactams / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D008297:Male; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development; D051379:Mice; D015394:Molecular Structure; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013296:Streptococcus pneumoniae / Q000187:drug effects / Q000254:growth & development; D013329:Structure-Activity Relationship
chemical_list: C577919:5-chloro-armeniaspirole A; D000900:Anti-Bacterial Agents; D001688:Biological Products; D000072237:ERG1 Potassium Channel; D051638:Ether-A-Go-Go Potassium Channels; D007769:Lactams; D013141:Spiro Compounds