Cytotoxic and Antimicrobial Benzophenones from the Leaves of Tovomita longifolia

• DOI: 10.1021/np050338c
• Publication Date: 2006-03-24T05:27:46Z
• Authors: Marisín Pecchio; Pablo N. Solís; José L. López-Pérez; Yelkaira Vásquez; Nelson Rodríguez; Dionisio Olmedo; Mireya Correa; Arturo San Feliciano; Mahabir P. Gupta
• Keywords: Staphylococcus aureus; Plants, Medicinal; Molecular Structure; Panama; Mycobacterium smegmatis; Microbial Sensitivity Tests; Antineoplastic Agents, Phytogenic; 01 natural sciences; Anti-Bacterial Agents; 0104 chemical sciences; 3. Good health; Plant Leaves; Benzophenones; Klebsiella pneumoniae; Salmonella; Clusiaceae; Pseudomonas aeruginosa; Humans; Drug Screening Assays, Antitumor

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.