Abstract

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 ( 1H, 13C 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 μM ( 6), according to the results of an ACAT enzyme assay system using rat liver microsomes. These compounds all inhibited cholesterol esterification in HepG2 cells.

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