Autor: Urban, M.; Klinot, J.; Tislerova, I.; Biedermann, D.; Hajduch, M.; Cisarova I.; Sarek, J.
Název práce v češtině: Reakce aktivovaných oxoderivátů lupanu s diazomethanem: jako cesta přípravy nových derivátů cytotoxických triterpenů
Název práce v angličtině: Reactions of activated lupane oxo-compounds with diazomethane: An approach to new derivatives of cytotoxic triterpenes
Studentská publikace: ne

Klíčová slova v angličtině: addition reactions; antitumor agents; diazo compounds; ketones; terpenoids

Abstrakt anglicky: The reactions of diazomethane with activated carbonyl derivatives of lupane were investigated. Previously known cytotoxic oxo-compounds were chosen as substrates, which allowed new information on the structure-activity relationships of this group of compounds to be obtained. Reactions of lupane derivatives containing an unsaturated aldehyde, alpha-diketones or 18,19-seco-triketones with diazomethane gave 1,3-dipolar and carbene addition products, for example oxirane and dihydropyrazole derivatives, along with products arising from homologation of cyclic ketones, such as methyl enol ethers. We synthesised seventeen new compounds containing dihydropyrazole, oxirane, cyclopropane or 3-methoxycyclohex-2-en-1-one rings on the triterpenic skeleton. All compounds were tested for their in vitro cytotoxic activity against the T-lymphoblastic leukaemia CEM cell line.
Jazyk v originále: angličtina
Název časopisu: Synthesis-Stuttgart
Rok: 2006

Číslo časopisu v rámci uvedeného svazku: 23
Strana od-do: 3979-3986

Q1: ne