The chemical study of <i>Rumex</i> <i>abyssinicus</i> Jacp (Polygonaceae) led to the iso<span>lation of a new ceramide named</span> (<i>R</i>)-2</span><span sty...The chemical study of <i>Rumex</i> <i>abyssinicus</i> Jacp (Polygonaceae) led to the iso<span>lation of a new ceramide named</span> (<i>R</i>)-2</span><span style="font-family:"">'</span><span style="font-family:"">-hydroxy-<i>N</i>-[(2<i>S</i>,3<i>S</i>,4<i>R</i>,16<i>E</i>)-1,3,4-trihy<span>droxyhexacos-16-en-2-yl]hexadecanamide (rumexamide) (<b>1</b>) together with</span> sixteen known compounds: bis-(2-ethylhexyl) phthalate (<b>2</b>), chrysophanol (<b>3</b>), physcion (<b>4</b>), citreorosein (<b>5</b>), emodin (<b>6</b>), chrysophanein (<b>7</b>), physcionin (<b>8</b>), <span>lupeol (<b>9</b>), 3<i>β</i>,28-dihydroxylup-20(29)-ene (<b>10</b>), 3<i>β</i>-dihydroxylup-</span>20(29)-en-28-oic acid (<b>11</b>), oleanolic acid (<b>12</b>), ergosta-6,22-diene-3,5,8-triol (<b>13</b>), stigmastane-3,6-dione (<b>14</b>), a mixture of <i>β</i>-sitosterol (<b>15</b>) and stigmasterol (<b>16</b>), and <span>stigmasterol 3-<i>O</i>-<i>β</i>-<i>D</i>-glucoside (<b>17</b>). Their structures were determined by </span>in<span>terpretation of their spectroscopic 1D NMR (<sup>1</sup>H and <sup>13</sup>C NMR), 2D NMR</span> (COSY <sup>1</sup>H-<sup>1</sup>H, HSQC and HMBC) data in conjunction with mass spectrometry<span> </span>(TOFESIMS and HR-TOFESIMS) and by comparison with those reported in the literature. Among all the known compounds, twelve <b>(2</b>, <b>5</b>, <b>8</b></span><b><span style="font-family:"">-</span></b><b><span style="font-family:"">17) </span></b><span style="font-family:"">were firstly isolated from <i>Rumex</i> <i>abyssinicus</i>, seven <b>(2, 10</b></span><b><span style="font-family:"">-</span></b><b><span style="font-family:"">14 and 17)</span></b><span style="font-family:""> from the genus <i>Rumex</i> and three (<b>13, 14, 17</b>) from family Polygonaceae. The <i>in</i> <i>vitro</i> antibacterial activities of extracts (MeOH, <i>n</i>-BuOH and EtOAc)</span><span style="font-family:"">,</span><span style="font-family:""> as well as compounds <b>9</b>, <b>11, 12</b>, <b>15</b></span><b><span style="font-family:""> </span></b><b><span style="font-family:"">+</span></b><b><span style="font-family:""> </span></b><b><span style="font-family:"">16</span></b><span style="font-family:""> and <b>17 </b>against pathogenic bacteria (<i>Staphylococcus</i> <i>aureus</i> ATCC 43300, <i>Shigella</i> <i>flexneri</i> NR 518, <i>Klebsiella</i> <i>pneumonia</i></span><i><span style="font-family:"">e</span></i><span style="font-family:""> ATCC 700603, <i>Escherichia</i> <i>coli</i> ATCC 25922)</span><span style="font-family:"">,</span><span style="font-family:""> were performed using </span><span style="font-family:"">the </span><span style="font-family:"">broth microdilution method and the results show that, extract</span><span style="font-family:"">s</span><span style="font-family:""> were not active (MIC </span><span style="font-family:"">></span><span style="font-family:""> </span><span style="font-family:"">1000 μg/mL) while compounds were weakly or not active (MIC ≥ 500 μg/mL) against all bacteria strains. Furthermore, the chemophenetic relationship</span><span style="font-family:"">s</span><span style="font-family:""> of the isolated compounds and their significance</span><span style="font-family:"">s</span><span style="font-family:""> were discussed.展开更多
文摘The chemical study of <i>Rumex</i> <i>abyssinicus</i> Jacp (Polygonaceae) led to the iso<span>lation of a new ceramide named</span> (<i>R</i>)-2</span><span style="font-family:"">'</span><span style="font-family:"">-hydroxy-<i>N</i>-[(2<i>S</i>,3<i>S</i>,4<i>R</i>,16<i>E</i>)-1,3,4-trihy<span>droxyhexacos-16-en-2-yl]hexadecanamide (rumexamide) (<b>1</b>) together with</span> sixteen known compounds: bis-(2-ethylhexyl) phthalate (<b>2</b>), chrysophanol (<b>3</b>), physcion (<b>4</b>), citreorosein (<b>5</b>), emodin (<b>6</b>), chrysophanein (<b>7</b>), physcionin (<b>8</b>), <span>lupeol (<b>9</b>), 3<i>β</i>,28-dihydroxylup-20(29)-ene (<b>10</b>), 3<i>β</i>-dihydroxylup-</span>20(29)-en-28-oic acid (<b>11</b>), oleanolic acid (<b>12</b>), ergosta-6,22-diene-3,5,8-triol (<b>13</b>), stigmastane-3,6-dione (<b>14</b>), a mixture of <i>β</i>-sitosterol (<b>15</b>) and stigmasterol (<b>16</b>), and <span>stigmasterol 3-<i>O</i>-<i>β</i>-<i>D</i>-glucoside (<b>17</b>). Their structures were determined by </span>in<span>terpretation of their spectroscopic 1D NMR (<sup>1</sup>H and <sup>13</sup>C NMR), 2D NMR</span> (COSY <sup>1</sup>H-<sup>1</sup>H, HSQC and HMBC) data in conjunction with mass spectrometry<span> </span>(TOFESIMS and HR-TOFESIMS) and by comparison with those reported in the literature. Among all the known compounds, twelve <b>(2</b>, <b>5</b>, <b>8</b></span><b><span style="font-family:"">-</span></b><b><span style="font-family:"">17) </span></b><span style="font-family:"">were firstly isolated from <i>Rumex</i> <i>abyssinicus</i>, seven <b>(2, 10</b></span><b><span style="font-family:"">-</span></b><b><span style="font-family:"">14 and 17)</span></b><span style="font-family:""> from the genus <i>Rumex</i> and three (<b>13, 14, 17</b>) from family Polygonaceae. The <i>in</i> <i>vitro</i> antibacterial activities of extracts (MeOH, <i>n</i>-BuOH and EtOAc)</span><span style="font-family:"">,</span><span style="font-family:""> as well as compounds <b>9</b>, <b>11, 12</b>, <b>15</b></span><b><span style="font-family:""> </span></b><b><span style="font-family:"">+</span></b><b><span style="font-family:""> </span></b><b><span style="font-family:"">16</span></b><span style="font-family:""> and <b>17 </b>against pathogenic bacteria (<i>Staphylococcus</i> <i>aureus</i> ATCC 43300, <i>Shigella</i> <i>flexneri</i> NR 518, <i>Klebsiella</i> <i>pneumonia</i></span><i><span style="font-family:"">e</span></i><span style="font-family:""> ATCC 700603, <i>Escherichia</i> <i>coli</i> ATCC 25922)</span><span style="font-family:"">,</span><span style="font-family:""> were performed using </span><span style="font-family:"">the </span><span style="font-family:"">broth microdilution method and the results show that, extract</span><span style="font-family:"">s</span><span style="font-family:""> were not active (MIC </span><span style="font-family:"">></span><span style="font-family:""> </span><span style="font-family:"">1000 μg/mL) while compounds were weakly or not active (MIC ≥ 500 μg/mL) against all bacteria strains. Furthermore, the chemophenetic relationship</span><span style="font-family:"">s</span><span style="font-family:""> of the isolated compounds and their significance</span><span style="font-family:"">s</span><span style="font-family:""> were discussed.
