One-pot synthesis of functionalized 4,5-dihydroisoxazole derivatives via nitrile oxides and biological evaluation with plant cells.
1,3 Dipolar cycloadditions of nitrile oxides generated in situ in the presence of a variety of olefins provided 4,5-dihydroisoxazoles. The whole procedure could be performed in a practical and efficient one-pot operation. The products are of excellent purity (95%) and are isolated in 60-83% yields. Some of them enhanced the accumulation of indole alkaloids in periwinkle cell cultures.
Mincheva
Zoia
Z
EA 3247 'Groupe de Recherche en Chimie Hétérocyclique et Thérapeutique', Laboratoire de Chimie Organique, Faculté des Sciences Pharmaceutiques, 31 av. Monge, 37200, Tours, France.
Courtois
Martine
M
Crèche
Joël
J
Rideau
Marc
M
Viaud-Massuard
Marie-Claude
MC
D030008:Catharanthus / Q000187:drug effects* / Q000254:growth & development; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical / Q000379:methods; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D009570:Nitriles / Q000138:chemical synthesis* / Q000494:pharmacology; D010087:Oxides / Q000138:chemical synthesis* / Q000494:pharmacology
D007555:Isoxazoles; D009570:Nitriles; D010087:Oxides