Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> Seeds
A chemical study of <i>Aesculus wilsonii</i> Rehd. (also called Suo Luo Zi) and the in vitro anti-inflammatory effects of the obtained compounds was conducted. Retrieving results through SciFinder showed that there were four unreported compounds, aeswilosides I–IV (<b>1</b>–&...
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| Format: | Article |
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MDPI AG
2024-03-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/29/5/1136 |
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| author | Ping Zhang Lequan Yu Huina Cao Jingya Ruan Fei Li Lijie Wu Yi Zhang Tao Wang |
| author_facet | Ping Zhang Lequan Yu Huina Cao Jingya Ruan Fei Li Lijie Wu Yi Zhang Tao Wang |
| author_sort | Ping Zhang |
| collection | DOAJ |
| description | A chemical study of <i>Aesculus wilsonii</i> Rehd. (also called Suo Luo Zi) and the in vitro anti-inflammatory effects of the obtained compounds was conducted. Retrieving results through SciFinder showed that there were four unreported compounds, aeswilosides I–IV (<b>1</b>–<b>4</b>), along with fourteen known isolates (<b>5</b>–<b>18</b>). Their structures were elucidated by extensive spectroscopic methods such as UV, IR, NMR, [α]<sub>D</sub>, and MS spectra, as well as acid hydrolysis. Among the known ones, compounds <b>5</b>, <b>6</b>, <b>8</b>–<b>10</b>, and <b>12</b>–<b>16</b> were obtained from the <i>Aesculus</i> genus for the first time; compounds <b>7</b>, <b>11</b>, <b>17</b>, and <b>18</b> were first identified from this plant. The NMR data of <b>5</b> and <b>18</b> were reported first. The effects of <b>1</b>–<b>18</b> on the release of nitric oxide (NO) from lipopolysaccharide (LPS)-induced RAW264.7 cells were determined. The results showed that at concentrations of 10, 25, and 50 μM, the novel compounds, aeswilosides I (<b>1</b>) and IV (<b>4</b>), along with the known ones, 1-(2-methylbutyryl)phloroglucinyl-glucopyranoside (<b>10</b>) and pisuminic acid (<b>15</b>), displayed significant inhibitory effects on NO production in a concentration-dependent manner. It is worth mentioning that compound <b>10</b> showed the best NO inhibitory effect with a relative NO production of 88.1%, which was close to that of the positive drug dexamethasone. The Elisa experiment suggested that compounds <b>1</b>, <b>4</b>, <b>10</b>, and <b>15</b> suppressed the release of TNF-α and IL-1β as well. In conclusion, this study enriches the spectra of compounds with potential anti-inflammatory effects in <i>A. wilsonii</i> and provides new references for the discovery of anti-inflammatory lead compounds, but further mechanistic research is still needed. |
| first_indexed | 2024-04-25T00:23:35Z |
| format | Article |
| id | doaj.art-a078b82eba2c446b8cea10dc102ac341 |
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| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-25T00:23:35Z |
| publishDate | 2024-03-01 |
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| series | Molecules |
| spelling | doaj.art-a078b82eba2c446b8cea10dc102ac3412024-03-12T16:51:13ZengMDPI AGMolecules1420-30492024-03-01295113610.3390/molecules29051136Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> SeedsPing Zhang0Lequan Yu1Huina Cao2Jingya Ruan3Fei Li4Lijie Wu5Yi Zhang6Tao Wang7Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaInstitute of TCM, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaTianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, 10 Poyanghu Road, West Area, Tuanbo New Town, Jinghai District, Tianjin 301617, ChinaA chemical study of <i>Aesculus wilsonii</i> Rehd. (also called Suo Luo Zi) and the in vitro anti-inflammatory effects of the obtained compounds was conducted. Retrieving results through SciFinder showed that there were four unreported compounds, aeswilosides I–IV (<b>1</b>–<b>4</b>), along with fourteen known isolates (<b>5</b>–<b>18</b>). Their structures were elucidated by extensive spectroscopic methods such as UV, IR, NMR, [α]<sub>D</sub>, and MS spectra, as well as acid hydrolysis. Among the known ones, compounds <b>5</b>, <b>6</b>, <b>8</b>–<b>10</b>, and <b>12</b>–<b>16</b> were obtained from the <i>Aesculus</i> genus for the first time; compounds <b>7</b>, <b>11</b>, <b>17</b>, and <b>18</b> were first identified from this plant. The NMR data of <b>5</b> and <b>18</b> were reported first. The effects of <b>1</b>–<b>18</b> on the release of nitric oxide (NO) from lipopolysaccharide (LPS)-induced RAW264.7 cells were determined. The results showed that at concentrations of 10, 25, and 50 μM, the novel compounds, aeswilosides I (<b>1</b>) and IV (<b>4</b>), along with the known ones, 1-(2-methylbutyryl)phloroglucinyl-glucopyranoside (<b>10</b>) and pisuminic acid (<b>15</b>), displayed significant inhibitory effects on NO production in a concentration-dependent manner. It is worth mentioning that compound <b>10</b> showed the best NO inhibitory effect with a relative NO production of 88.1%, which was close to that of the positive drug dexamethasone. The Elisa experiment suggested that compounds <b>1</b>, <b>4</b>, <b>10</b>, and <b>15</b> suppressed the release of TNF-α and IL-1β as well. In conclusion, this study enriches the spectra of compounds with potential anti-inflammatory effects in <i>A. wilsonii</i> and provides new references for the discovery of anti-inflammatory lead compounds, but further mechanistic research is still needed.https://www.mdpi.com/1420-3049/29/5/1136<i>Aesculus wilsonii</i> Rehdchemical constituentsanti-inflammationNO release inhibitory effectTNF-αIL-1β |
| spellingShingle | Ping Zhang Lequan Yu Huina Cao Jingya Ruan Fei Li Lijie Wu Yi Zhang Tao Wang Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> Seeds Molecules <i>Aesculus wilsonii</i> Rehd chemical constituents anti-inflammation NO release inhibitory effect TNF-α IL-1β |
| title | Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> Seeds |
| title_full | Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> Seeds |
| title_fullStr | Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> Seeds |
| title_full_unstemmed | Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> Seeds |
| title_short | Potential Anti-Inflammatory Constituents from <i>Aesculus wilsonii</i> Seeds |
| title_sort | potential anti inflammatory constituents from i aesculus wilsonii i seeds |
| topic | <i>Aesculus wilsonii</i> Rehd chemical constituents anti-inflammation NO release inhibitory effect TNF-α IL-1β |
| url | https://www.mdpi.com/1420-3049/29/5/1136 |
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