Find in Library

Four new eudesmane-type sesquiterpenoids, (1<i>R</i>,5<i>S</i>,6<i>R</i>,7<i>S</i>,9<i>S</i>,10<i>S</i>)-1,6,9-trihydroxy-eudesm-3-ene-1,6-di-<i>O</i>-<i>β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>1</b>), (1<i>R</i>,5<i>S</i>,6S,7<i>R</i>,9<i>S</i>,10<i>S</i>)-1,6,9,11-tetrahydroxy-eudesm-3-ene-1,6-di-<i>O</i>-<i>β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>3</b>), (1<i>R</i>,5<i>S</i>,6<i>R</i>,7<i>S</i>,9<i>S</i>,10<i>R</i>)-9-<i>O</i>-(<i>Z</i>-<i>p</i>-coumaroyl)-1,6,9-trihydroxy-eudesm-3-ene-6-<i>O</i>-<i>β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>6</b>), and (1<i>R</i>,5<i>S</i>,6<i>R</i>,7<i>S</i>,9<i>S</i>,10<i>R</i>)-9-<i>O</i>-(<i>E</i>-feruloyl)-1,6,9-trihydroxy-eudesm-3-ene-6-<i>O</i>-<i>β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>7</b>), were isolated from a 95% EtOH extract of the leaves of <i>Aster koraiensis</i> by repeated chromatography. Moreover, three sesquiterpenoids (<b>2</b>, <b>4</b>, and <b>5</b>) and two caffeoylquinic acids (<b>8</b> and <b>9</b>) having previously known chemical structures were isolated during the isolation procedure. The four new compounds (<b>1</b>, <b>3</b>, <b>6</b>, and <b>7</b>) were elucidated by spectroscopic data (1D- and 2D-NMR, MS, and ECD) interpretation and hydrolysis. Moreover, the absolute configurations of <b>2</b>, <b>4</b>, and <b>5</b> were determined for the first time in this study. The compounds isolated were tested for their viability on nitric oxide (NO) and prostaglandin E₂ (PGE₂) production on LPS-stimulated RAW 264.7 cells. Among them, only <b>7</b> presented weak inhibitory effects on both NO and PGE₂ production.