Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br.
A bioactivity-guided separation strategy was used to identify novel antistroke compounds from <i>Gymnadenia conopsea</i> (L.) R. Br., a medicinal plant. As a result, 4 undescribed compounds (<b>1–2</b>, <b>13</b>, and <b>17</b>) and 13 known compounds,...
Saved in:
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-09-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/29/18/4389 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850260143003926528 |
|---|---|
| author | Juan Qin Shiyi Xue Chao Xu Jian Jin Jianbin Wang Hailian Yuan Liang Liu |
| author_facet | Juan Qin Shiyi Xue Chao Xu Jian Jin Jianbin Wang Hailian Yuan Liang Liu |
| author_sort | Juan Qin |
| collection | DOAJ |
| description | A bioactivity-guided separation strategy was used to identify novel antistroke compounds from <i>Gymnadenia conopsea</i> (L.) R. Br., a medicinal plant. As a result, 4 undescribed compounds (<b>1–2</b>, <b>13</b>, and <b>17</b>) and 13 known compounds, including 1 new natural product (<b>3</b>), were isolated from <i>G. conopsea.</i> The structures of these compounds were elucidated through comprehensive spectroscopic techniques, such as 1D/2D nuclear magnetic resonance (NMR) spectroscopy, high-resolution electrospray ionization mass spectrometry (HRESIMS), and quantum chemical calculations. An oxygen–glucose deprivation/reoxygenation (OGD/R)-injured rat pheochromocytoma (PC12) cell model was used to evaluate the antistroke effects of the isolates. Compounds <b>1–2</b>, <b>10–11</b>, <b>13–15</b>, and <b>17</b> provided varying degrees of protection against OGD/R injury in the PC12 cells at concentrations of 12.5, 25, and 50 µM. Among the tested compounds, compound <b>17</b> demonstrated the most potent neuroprotective effect, which was equivalent to that of the positive control drug (edaravone). Then, transcriptomic and bioinformatics analyses were conducted to reveal the regulatory effect of compound <b>17</b> on gene expression. In addition, quantitative real-time PCR (qPCR) was performed to verify the results of the transcriptomic and bioinformatics analyses. These results suggest that the in vitro antistroke effect of compound <b>17</b> may be associated with the regulation of the <i>Col27a1</i> gene. Thus, compound <b>17</b> is a promising candidate for the development of novel antistroke drugs derived from natural products, and this topic should be further studied. |
| format | Article |
| id | doaj-art-d4ea3f800f464d078cb132d10a62ba6b |
| institution | OA Journals |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-d4ea3f800f464d078cb132d10a62ba6b2025-08-20T01:55:42ZengMDPI AGMolecules1420-30492024-09-012918438910.3390/molecules29184389Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br.Juan Qin0Shiyi Xue1Chao Xu2Jian Jin3Jianbin Wang4Hailian Yuan5Liang Liu6Institute of Translational Medicine, Medical College, Yangzhou University, Yangzhou 225009, ChinaInstitute of Translational Medicine, Medical College, Yangzhou University, Yangzhou 225009, ChinaCollege of Animal Science and Technology, Yangzhou University, Yangzhou 225009, ChinaCollege of Animal Science and Technology, Yangzhou University, Yangzhou 225009, ChinaInstitute of Translational Medicine, Medical College, Yangzhou University, Yangzhou 225009, ChinaInstitute of Translational Medicine, Medical College, Yangzhou University, Yangzhou 225009, ChinaInstitute of Translational Medicine, Medical College, Yangzhou University, Yangzhou 225009, ChinaA bioactivity-guided separation strategy was used to identify novel antistroke compounds from <i>Gymnadenia conopsea</i> (L.) R. Br., a medicinal plant. As a result, 4 undescribed compounds (<b>1–2</b>, <b>13</b>, and <b>17</b>) and 13 known compounds, including 1 new natural product (<b>3</b>), were isolated from <i>G. conopsea.</i> The structures of these compounds were elucidated through comprehensive spectroscopic techniques, such as 1D/2D nuclear magnetic resonance (NMR) spectroscopy, high-resolution electrospray ionization mass spectrometry (HRESIMS), and quantum chemical calculations. An oxygen–glucose deprivation/reoxygenation (OGD/R)-injured rat pheochromocytoma (PC12) cell model was used to evaluate the antistroke effects of the isolates. Compounds <b>1–2</b>, <b>10–11</b>, <b>13–15</b>, and <b>17</b> provided varying degrees of protection against OGD/R injury in the PC12 cells at concentrations of 12.5, 25, and 50 µM. Among the tested compounds, compound <b>17</b> demonstrated the most potent neuroprotective effect, which was equivalent to that of the positive control drug (edaravone). Then, transcriptomic and bioinformatics analyses were conducted to reveal the regulatory effect of compound <b>17</b> on gene expression. In addition, quantitative real-time PCR (qPCR) was performed to verify the results of the transcriptomic and bioinformatics analyses. These results suggest that the in vitro antistroke effect of compound <b>17</b> may be associated with the regulation of the <i>Col27a1</i> gene. Thus, compound <b>17</b> is a promising candidate for the development of novel antistroke drugs derived from natural products, and this topic should be further studied.https://www.mdpi.com/1420-3049/29/18/4389<i>Gymnadenia conopsea</i>bioactivity-guided separation strategyantistroke effect<i>Col27a1</i> gene |
| spellingShingle | Juan Qin Shiyi Xue Chao Xu Jian Jin Jianbin Wang Hailian Yuan Liang Liu Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br. Molecules <i>Gymnadenia conopsea</i> bioactivity-guided separation strategy antistroke effect <i>Col27a1</i> gene |
| title | Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br. |
| title_full | Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br. |
| title_fullStr | Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br. |
| title_full_unstemmed | Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br. |
| title_short | Bioactivity-Guided Isolation of Antistroke Compounds from <i>Gymnadenia conopsea</i> (L.) R. Br. |
| title_sort | bioactivity guided isolation of antistroke compounds from i gymnadenia conopsea i l r br |
| topic | <i>Gymnadenia conopsea</i> bioactivity-guided separation strategy antistroke effect <i>Col27a1</i> gene |
| url | https://www.mdpi.com/1420-3049/29/18/4389 |
| work_keys_str_mv | AT juanqin bioactivityguidedisolationofantistrokecompoundsfromigymnadeniaconopseailrbr AT shiyixue bioactivityguidedisolationofantistrokecompoundsfromigymnadeniaconopseailrbr AT chaoxu bioactivityguidedisolationofantistrokecompoundsfromigymnadeniaconopseailrbr AT jianjin bioactivityguidedisolationofantistrokecompoundsfromigymnadeniaconopseailrbr AT jianbinwang bioactivityguidedisolationofantistrokecompoundsfromigymnadeniaconopseailrbr AT hailianyuan bioactivityguidedisolationofantistrokecompoundsfromigymnadeniaconopseailrbr AT liangliu bioactivityguidedisolationofantistrokecompoundsfromigymnadeniaconopseailrbr |