RESUMO
The synthesis and X-ray diffraction established the structure of (7R,8S)-(see text for symbol)-(13R,17R)-trioxolaneabietic acid. Predicted by the computer system PASS antineoplastic activity and the ability to induce apoptosis, a mechanism of cell death, is correlated with experimentally shown cytotoxic activity against malignant cell line MeWo. Results of tests on animals have shown that abietic acid and its 9R,11S-epoxy-12R,15R-trioxolane derivative have anti-inflammatory and antiulcer activity in the absence of adverse effects on animal organisms.
Assuntos
Abietanos/síntese química , Abietanos/farmacologia , Abietanos/química , Ácido Acético/toxicidade , Animais , Linhagem Celular Tumoral/efeitos dos fármacos , Formaldeído/toxicidade , Humanos , Inflamação/induzido quimicamente , Inflamação/tratamento farmacológico , Espectroscopia de Ressonância Magnética , Camundongos , Ratos , Úlcera/induzido quimicamente , Úlcera/tratamento farmacológico , Úlcera/patologia , Difração de Raios XRESUMO
The resolution of the racemic ortho-isobornylphenol into enantiomers via diastereomeric camphanates was carried out. The absolute configuration ofchiral centers of synthesized compounds was established by the single crystal X-ray diffraction method. Antioxidant activity and membrane protective properties of individual enantiomers were studied on the model of H2O2-induced hemolysis of red blood cells.
Assuntos
Antioxidantes/química , Antioxidantes/farmacologia , Canfanos/síntese química , Canfanos/farmacologia , Fenóis/química , Fenóis/farmacologia , Animais , Membrana Celular/efeitos dos fármacos , Cristalografia por Raios X , Eritrócitos/efeitos dos fármacos , Hemoglobinas/química , Hemólise , Peróxido de Hidrogênio/química , Camundongos , Oxirredução , EstereoisomerismoRESUMO
Effective synthesis of new olean-18(19)-ene triterpenoids based on interaction of allobetulin or its acetate with phosphorous oxychloride in pyridine under reflux is described. The structures of the synthesized 17-chloromethyl-oleane-18(19)-enes have been established with the help of NMR-spectroscopy and X-Ray analysis.
Assuntos
Ácido Oleanólico/síntese química , Triterpenos/química , Estrutura Molecular , Ácido Oleanólico/químicaRESUMO
A new triterpenoid of the germanicane series 3S,19R-diacetoxy-17-iodomethylenoleanane has been synthesized by treating allobetulin with acetyl chloride and sodium iodide in acetonitrile. The structure of the compound obtained has been corroborated by X-ray analysis data.
