title: Fosmidomycin analogues as inhibitors of monoterpenoid indole alkaloid production in Catharanthus roseus cells.
abstract: Substituted 3-[2-(diethoxyphosphoryl)propyl]oxazolo[4,5-b]pyridine-2(3H)-ones were obtained by functionalization at 6-position with various substituents (aryl, vinyl, carbonyl chains) via reactions catalysed with palladium. We found that these new fosmidomycin analogues inhibited the accumulation of ajmalicine, a marker of monoterpenoid indole alkaloids production in plant cells. Some of them have greater inhibitory effect than fosmidomycin and fully inhibit alkaloid accumulation at the concentration of 100 microM.
authors.affiliation: EA 3857, Laboratoire de Synthèse et Physicochimie Organique et Thérapeutique (SPOT), 31 Avenue Monge, 37200 Tours, France.
authors.forename: Zoia
authors.initials: Z
authors.lastname: Mincheva
authors.forename: Martine
authors.initials: M
authors.lastname: Courtois
authors.forename: Françoise
authors.initials: F
authors.lastname: Andreu
authors.forename: Marc
authors.initials: M
authors.lastname: Rideau
authors.forename: Marie-Claude
authors.initials: MC
authors.lastname: Viaud-Massuard
mesh_terms: D030008:Catharanthus / Q000187:drug effects / Q000502:physiology*; D004305:Dose-Response Relationship, Drug; D005578:Fosfomycin / Q000031:analogs & derivatives* / Q000494:pharmacology; D026121:Indole Alkaloids / Q000037:antagonists & inhibitors*; D007211:Indoles / Q000037:antagonists & inhibitors*; D007700:Kinetics; D013729:Terpenes / Q000378:metabolism*
chemical_list: D026121:Indole Alkaloids; D007211:Indoles; D013729:Terpenes; D005578:Fosfomycin; C024640:fosmidomycin