Fosmidomycin analogues as inhibitors of monoterpenoid indole alkaloid production in Catharanthus roseus cells.
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.
Mincheva
Zoia
Z
EA 3857, Laboratoire de Synthèse et Physicochimie Organique et Thérapeutique (SPOT), 31 Avenue Monge, 37200 Tours, France.
Courtois
Martine
M
Andreu
Françoise
F
Rideau
Marc
M
Viaud-Massuard
Marie-Claude
MC
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*
D026121:Indole Alkaloids; D007211:Indoles; D013729:Terpenes; D005578:Fosfomycin; C024640:fosmidomycin