Abstract

Four quinolone alkaloids were isolated by bioactivity-guided fractionation from the methanol extracts of Evodiae fructus fruits. Structures of compounds were elucidated by spectroscopic analysis (<TEX>$^1H$</TEX>-, <TEX>$^{13}$</TEX>C-NMR and MS), as follows: 1-methyl-2-undecyl-4(1H)-quinolone (1), evocarpine (2), dihydroevocarpine (3) and mixture of [1-methyl-2-[(Z)-10-pentadecenyl]-4(1H)-quinolone and 1-methyl-2-[(Z)-6-pentadecenyl]-4(1H)-quinolone] (4). They inhibited the interaction of sICAM-1 and LFA-1 in THP-1 cells at <TEX>$IC_{50}$</TEX> values of >150 (1), 109.8 (2), >150 (3) and <TEX>$40.9 {\mu}M$</TEX> (4), respectively,

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