RESUMO
Bioassay-guided fractionation of the chloroform and ethanol extracts of Tovomita longifolia leaves using cytotoxic and antimicrobial assays resulted in the isolation of four new benzophenones, (E)-3-(2-hydroxy-7-methyl-3-methyleneoct-6-enyl)-2,4,6-trihydroxybenzophenone (1), (E)-3-(6-hydroxy-3,7-dimethylocta-2,7-dienyl)-2,4,6-trihydroxybenzophenone (2), 8-benzoyl-2-(4-methylpenten-3-yl)chromane-3,5,7-triol (3), and 5-benzoyl-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthene-6,8-diol (4), and two known benzophenones, 4-geranyloxy-2,6-dihydroxybenzophenone (5) and 3-geranyl-2,4,6-trihydroxybenzophenone (6). The structures of 1-4 were established by spectroscopic means and by molecular modeling calculations. Compounds 1 and 3-5 demonstrated cytotoxic activities against breast (MCF-7), central nervous system (SF-268), and lung (H-460) human cancer cell lines, while compounds 3-6 showed antimicrobial activity against Klebsiella pneumoniae, Mycobacterium smegmatis, Pseudomonas aeruginosa, Salmonella gallinarum, and Staphylococcus aureus.
Assuntos
Antibacterianos , Antineoplásicos Fitogênicos , Benzofenonas , Clusiaceae/química , Plantas Medicinais/química , Antibacterianos/química , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Benzofenonas/química , Benzofenonas/isolamento & purificação , Benzofenonas/farmacologia , Ensaios de Seleção de Medicamentos Antitumorais , Humanos , Klebsiella pneumoniae/efeitos dos fármacos , Testes de Sensibilidade Microbiana , Estrutura Molecular , Mycobacterium smegmatis/efeitos dos fármacos , Panamá , Folhas de Planta/química , Pseudomonas aeruginosa/efeitos dos fármacos , Salmonella/efeitos dos fármacos , Staphylococcus aureus/efeitos dos fármacosRESUMO
Three new compounds, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl-4,6-bis-O-beta-D-(3,4,5-trihydroxybenzoyl)glucopyranoside (1), 5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl-5-O-alpha-L-(3,4,5-trihydroxybenzoyl)arabinofuranoside (2), and 2-hydroxy-4-O-alpha-L-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenylarabinofuranoside (3), were isolated from the young leaves of Triplaris cumingiana, together with two known compounds, quercetin 3-O-alpha-L-(5"-O-galloyl)arabinofuranoside (4) and quercetin 3-O-beta-D-(6"-O-galloyl)glucopyranoside (5). The structures of 1-3 were established by spectroscopic methods. Compounds 1-5 were evaluated for their cytotoxic activities against the MCF-7, H-460, and SF-268 human cancer cell lines.
Assuntos
Flavonóis/isolamento & purificação , Glicosídeos/isolamento & purificação , Plantas Medicinais/química , Linhagem Celular Tumoral , Ensaios de Seleção de Medicamentos Antitumorais , Flavonóis/química , Flavonóis/farmacologia , Glicosídeos/química , Glicosídeos/farmacologia , Humanos , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , PanamáRESUMO
Bioassay-guided fractionation of the methanolic extracts of Vismia baccifera, V. jefensis, and V. macrophylla against human breast, CNS, and lung cancer cell lines resulted in the isolation of a new compound, ferruginin C (1), and seven known compounds, ferruginins A (2) and B (3), vismin (4), harunganin (5), vismione B (6), deacetylvismione H (7), and deacetylvismione A (8), as active constituents. In addition, bivismiaquinone (9) and vismiaquinone (10) were obtained as inactive constituents. The structure of ferruginin C was elucidated by spectroscopic means. Compounds 6-8 were the most active, and the cytotoxic activity of compounds 2-5 and 7 is reported for the first time.