RESUMEN
The new phenols 6-oxo-tingenol, 3-O-methyl-6-oxo-tingenol and 6-oxo-iguesterol were isolated from the root bark of Maytenus canariensis. Their structures were determined by 1H and 13C NMR spectroscopic studies, including HMQC, HMBC, DEPT and ROESY and chemical transformations. The synthesis of 6-oxo-tingenol was achieved from tingenone. These compounds exhibit antibiotic activity against Gram-positive bacteria.
Asunto(s)
Antibacterianos/aislamiento & purificación , Raíces de Plantas/química , Plantas Medicinales/química , Terpenos/aislamiento & purificación , Antibacterianos/química , Isótopos de Carbono , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Protones , Terpenos/químicaRESUMEN
A polyacetylene has been isolated from Bupleurum salicifolium. Its structure and absolute configuration were determined to be 8S-heptadeca-2(Z),9(Z)-diene-4,6-diyne-1,8-diol [1] by means of 1H- and 13C-nmr spectroscopic studies, including 1H-13C heteronuclear correlation (HMQC) and long-range correlation spectra with inverse detection (HMBC). Its absolute configuration was determined by application of the Horeau method. This compound exhibited significant antibiotic activity against the Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis. Also isolated during this investigation were the known compounds; betulin, herniarin, 6,7,8-trimethoxycoumarin, p-hydroxyphenethyl alcohol, pluviatolide, guamaroline, bursehernin, guayadequiol, kaerophyllin, and matairesinol dimethyl ether.
Asunto(s)
Antibacterianos/química , Antibacterianos/farmacología , Plantas Medicinales/química , Alquinos , Bacillus subtilis/efectos de los fármacos , Enediinos , Alcoholes Grasos/química , Alcoholes Grasos/farmacología , Bacterias Gramnegativas/efectos de los fármacos , Espectroscopía de Resonancia Magnética , Pruebas de Sensibilidad Microbiana , Conformación Molecular , Hojas de la Planta/química , España , Staphylococcus aureus/efectos de los fármacosRESUMEN
Scutione (1), a new norquinonemethide triterpene with a netzahualcoyene type skeleton, has been isolated from the root bark of Maytenus scutioides (Celastraceae) by bioactivity-directed fractionation. The structure of 1 has been elucidated by means of 1H and 13C NMR spectroscopic studies, including 1H-13C heteronuclear correlation (HETCOR), a long-range correlation spectrum with inverse detection (HMBC) and ROESY experiments. Compound 1 showed antibiotic activity against Gram-positive bacteria and modest cytotoxic activity against HeLa, Hep-2 and Vero cell lines. Fluoride derivatives 2-4 were prepared and assayed for bioactivity, where 2 showed slight improvement of the cytotoxic potency.