
pmid: 17188313
In this study, via a bioactivity-guided fractionation of MeOH extracts of the fruits of Piper nigrum, alkamide (5) and five previously-identified alkamides were isolated. Their structures were elucidated via spectroscopic analysis ((1)H, (13)C NMR and ESI-MS), as follows: retrofractamide A (1), pipercide (2), piperchabamide D (3), pellitorin (4), dehydroretrofractamide C (5) and dehydropipernonaline (6). The IC(50) values determined for the compounds were 24.5 (1), 3.7 (2), 13.5 (3), 40.5 (4), 60 (5) and 90 microM (6), according to the results of an ACAT enzyme assay system using rat liver microsomes. These compounds all inhibited cholesterol esterification in HepG2 cells.
Spectrometry, Mass, Electrospray Ionization, Magnetic Resonance Spectroscopy, Dose-Response Relationship, Drug, Molecular Structure, Plant Extracts, Polyunsaturated Alkamides, Amides, Rats, Piperidines, Cell Line, Tumor, Fruit, Fatty Acids, Unsaturated, Microsomes, Liver, Animals, Humans, Benzodioxoles, Cholesterol Esters, Enzyme Inhibitors, Organic Chemicals, Piper nigrum
Spectrometry, Mass, Electrospray Ionization, Magnetic Resonance Spectroscopy, Dose-Response Relationship, Drug, Molecular Structure, Plant Extracts, Polyunsaturated Alkamides, Amides, Rats, Piperidines, Cell Line, Tumor, Fruit, Fatty Acids, Unsaturated, Microsomes, Liver, Animals, Humans, Benzodioxoles, Cholesterol Esters, Enzyme Inhibitors, Organic Chemicals, Piper nigrum
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