Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i>
Four new phenolic components, eurylophenolosides A (<b>1</b>) and B (<b>2</b>), eurylolignanosides A (<b>3</b>) and B (<b>4</b>), along with twelve known compounds were isolated from the roots of <i>Eurycoma longifolia</i> Jack. The structu...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-08-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/24/17/3157 |
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| author | Jingya Ruan Zheng Li Ying Zhang Yue Chen Mengyang Liu Lifeng Han Yi Zhang Tao Wang |
| author_facet | Jingya Ruan Zheng Li Ying Zhang Yue Chen Mengyang Liu Lifeng Han Yi Zhang Tao Wang |
| author_sort | Jingya Ruan |
| collection | DOAJ |
| description | Four new phenolic components, eurylophenolosides A (<b>1</b>) and B (<b>2</b>), eurylolignanosides A (<b>3</b>) and B (<b>4</b>), along with twelve known compounds were isolated from the roots of <i>Eurycoma longifolia</i> Jack. The structure of these components was elucidated by using various spectral techniques and chemical reactions. Among the known isolates, syringaldehyde (<b>12</b>), 3-chloro-4-hydroxybenzoic acid (<b>13</b>), 3-chloro-4-hydroxyl benzoic acid-4-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>14</b>), and isotachioside (<b>15</b>) were isolated from the <i>Eurycoma</i> genus for the first time. Further, the NMR data of <b>14</b> was reported here firstly. Meanwhile, the nitric oxide (NO) inhibitory activities of all compounds were examined in lipopolysaccharide (LPS)-stimulated RAW264.7 cells at 40 μM. As results, piscidinol A (<b>6</b>), 24-<i>epi</i>-piscidinol A (<b>7</b>), bourjotinolone A (<b>10</b>), and scopoletin (<b>16</b>) were found to play important role in suppressing NO levels without cytotoxicity. Furthermore, the Western blot method was used to investigate the mechanism of compounds <b>6</b>, <b>7</b>, <b>10</b>, and <b>16</b> by analysing the level of inflammation related proteins, such as inducible nitric oxide synthase (iNOS), interleukin-6 (IL-6), and nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) in LPS-stimulated RAW264.7 cells. Consequently, compounds <b>6</b>, <b>7</b>, <b>10</b>, and <b>16</b> were found to significantly inhibit LPS-induced protein expression of IL-6, NF-κB and iNOS in NF-κB signaling pathway. Moreover, it was found that the protein expression inhibitory effects of <b>6</b>, <b>7</b>, and <b>16</b> exhibited in a dose-dependent manner. The mechanism may be related to the inhibition of the iNOS expressions through suppressing the IL-6-induced NF-κB pathway. |
| first_indexed | 2024-12-10T18:15:14Z |
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| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-10T18:15:14Z |
| publishDate | 2019-08-01 |
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| spelling | doaj.art-5f5fd55ba5614c04bb307932152ba0402022-12-22T01:38:20ZengMDPI AGMolecules1420-30492019-08-012417315710.3390/molecules24173157molecules24173157Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i>Jingya Ruan0Zheng Li1Ying Zhang2Yue Chen3Mengyang Liu4Lifeng Han5Yi Zhang6Tao Wang7Tianjin State Key Laboratory of Modern Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Institute of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Institute of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Institute of Traditional Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaTianjin State Key Laboratory of Modern Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, ChinaFour new phenolic components, eurylophenolosides A (<b>1</b>) and B (<b>2</b>), eurylolignanosides A (<b>3</b>) and B (<b>4</b>), along with twelve known compounds were isolated from the roots of <i>Eurycoma longifolia</i> Jack. The structure of these components was elucidated by using various spectral techniques and chemical reactions. Among the known isolates, syringaldehyde (<b>12</b>), 3-chloro-4-hydroxybenzoic acid (<b>13</b>), 3-chloro-4-hydroxyl benzoic acid-4-<i>O</i>-β-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>14</b>), and isotachioside (<b>15</b>) were isolated from the <i>Eurycoma</i> genus for the first time. Further, the NMR data of <b>14</b> was reported here firstly. Meanwhile, the nitric oxide (NO) inhibitory activities of all compounds were examined in lipopolysaccharide (LPS)-stimulated RAW264.7 cells at 40 μM. As results, piscidinol A (<b>6</b>), 24-<i>epi</i>-piscidinol A (<b>7</b>), bourjotinolone A (<b>10</b>), and scopoletin (<b>16</b>) were found to play important role in suppressing NO levels without cytotoxicity. Furthermore, the Western blot method was used to investigate the mechanism of compounds <b>6</b>, <b>7</b>, <b>10</b>, and <b>16</b> by analysing the level of inflammation related proteins, such as inducible nitric oxide synthase (iNOS), interleukin-6 (IL-6), and nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB) in LPS-stimulated RAW264.7 cells. Consequently, compounds <b>6</b>, <b>7</b>, <b>10</b>, and <b>16</b> were found to significantly inhibit LPS-induced protein expression of IL-6, NF-κB and iNOS in NF-κB signaling pathway. Moreover, it was found that the protein expression inhibitory effects of <b>6</b>, <b>7</b>, and <b>16</b> exhibited in a dose-dependent manner. The mechanism may be related to the inhibition of the iNOS expressions through suppressing the IL-6-induced NF-κB pathway.https://www.mdpi.com/1420-3049/24/17/3157<i>Eurycoma longifolia</i> rootseurylophenolosideseurylolignanosidespiscidinol A24-<i>epi</i>-piscidinol Abourjotinolone AscopoletinRAW 246.7 cellanti-inflammatory activity |
| spellingShingle | Jingya Ruan Zheng Li Ying Zhang Yue Chen Mengyang Liu Lifeng Han Yi Zhang Tao Wang Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i> Molecules <i>Eurycoma longifolia</i> roots eurylophenolosides eurylolignanosides piscidinol A 24-<i>epi</i>-piscidinol A bourjotinolone A scopoletin RAW 246.7 cell anti-inflammatory activity |
| title | Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i> |
| title_full | Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i> |
| title_fullStr | Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i> |
| title_full_unstemmed | Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i> |
| title_short | Bioactive Constituents from the Roots of <i>Eurycoma longifolia</i> |
| title_sort | bioactive constituents from the roots of i eurycoma longifolia i |
| topic | <i>Eurycoma longifolia</i> roots eurylophenolosides eurylolignanosides piscidinol A 24-<i>epi</i>-piscidinol A bourjotinolone A scopoletin RAW 246.7 cell anti-inflammatory activity |
| url | https://www.mdpi.com/1420-3049/24/17/3157 |
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