Bassiamide A, a new alkaloid from xero-halophyte <i>Bassia indica</i> Wight.

Abstract

<i>N</i>-[(3-(3-methyl-1-oxo-butyl)amino)propyl]-3-(3,4-dihydroxyphenyl)prop-2-enamide (<b>7</b>), named 'Bassiamide A', a new alkaloid, together with six known compounds including one lignan (<b>1</b>) and five lignanamides (<b>2-6</b>), were isolated from the aerial parts of <i>Bassia indica</i> Wight. The study also reported an optimal separation of a rare occurring <i>R</i>-isomer lignanamide derivative (<b>6</b>) from a natural origin, in addition to its known corresponding <i>S</i>-isomer (<b>5</b>). Structures of isolated compounds were elucidated based on NMR spectroscopic data, HR-MS, and comparison with known related ones, and they were identified as syringaresinol (<b>1</b>), <i>N</i>-<i>trans</i>-feruloyl-3-methoxytyramine (<b>2</b>), <i>N</i>-<i>trans</i>-feruloyltyramine (<b>3</b>), <i>S</i>-(-)-<i>N</i>-<i>trans</i>-feruloyl normetanephrine (<b>4</b>), <i>S</i>-(-)-<i>N</i>-<i>trans</i>-feruloyl octopamine (<b>5</b>), <i>R</i>-(+)-<i>N</i>-<i>trans</i>-feruloyl octopamine (<b>6</b>). The isolated compounds were evaluated for their anti-acetylcholinesterase activity, and they showed weak inhibitory activity.