Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cells
The rhizomes of Atractylodes macrocephala have been widely used in both functional foods and herbal medicines for a long history. A phytochemical investigation of its 95% ethanol extract offered twenty-three sesquiterpenoids, including eight new ones named (4S,5S)-atractylmacrene A (1a), atractylmac...
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| Format: | Article |
| Language: | English |
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Elsevier
2021-08-01
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| Series: | Journal of Functional Foods |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S1756464621001900 |
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| author | Jin-Guang Si Hai-Xin Zhang Meng Yu Ling-Yu Li Hong-Wu Zhang Hong-Mei Jia Li-Yan Ma Ling-Ling Qin Tao Zhang Zhong-Mei Zou |
| author_facet | Jin-Guang Si Hai-Xin Zhang Meng Yu Ling-Yu Li Hong-Wu Zhang Hong-Mei Jia Li-Yan Ma Ling-Ling Qin Tao Zhang Zhong-Mei Zou |
| author_sort | Jin-Guang Si |
| collection | DOAJ |
| description | The rhizomes of Atractylodes macrocephala have been widely used in both functional foods and herbal medicines for a long history. A phytochemical investigation of its 95% ethanol extract offered twenty-three sesquiterpenoids, including eight new ones named (4S,5S)-atractylmacrene A (1a), atractylmacrenes B–C (2–3), 4R,5R,8S,9S-diepoxylatractylenolide Ⅱ (4), 4-oxo-8S,9S-epoxylatractylenolide Ⅱ (5), and 8S,9S-epoxylatractylenolide Ⅱ (6), among which three pairs of enantiomers (1a/1b, 2a/2b, and 3a/3b) were successfully isolated by the chiral-phase HPLC resolution. Their structures were elucidated using NMR and HRESIMS analyses, electronic circular dichroism (ECD) and X-ray diffraction analyses. Neuroprotective activity in LPS induced BV-2 microglia cells were performed, and compounds 4 and 6 showed significant NO inhibition with IC50 values of 15.8, and 17.8 μΜ, respectively. Mechanism study showed that 4 exerted its protective effect through inhibiting the production of interleukin-6 (IL-6). The findings disclosed the potential of A. macrocephala to be developed as new neuroprotective functional food and medicine. |
| first_indexed | 2024-12-17T00:21:05Z |
| format | Article |
| id | doaj.art-c02cfd243819449191b0a97a53d9436c |
| institution | Directory Open Access Journal |
| issn | 1756-4646 |
| language | English |
| last_indexed | 2024-12-17T00:21:05Z |
| publishDate | 2021-08-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Functional Foods |
| spelling | doaj.art-c02cfd243819449191b0a97a53d9436c2022-12-21T22:10:34ZengElsevierJournal of Functional Foods1756-46462021-08-0183104541Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cellsJin-Guang Si0Hai-Xin Zhang1Meng Yu2Ling-Yu Li3Hong-Wu Zhang4Hong-Mei Jia5Li-Yan Ma6Ling-Ling Qin7Tao Zhang8Zhong-Mei Zou9Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaCorresponding authors.; Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaCorresponding authors.; Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, People’s Republic of ChinaThe rhizomes of Atractylodes macrocephala have been widely used in both functional foods and herbal medicines for a long history. A phytochemical investigation of its 95% ethanol extract offered twenty-three sesquiterpenoids, including eight new ones named (4S,5S)-atractylmacrene A (1a), atractylmacrenes B–C (2–3), 4R,5R,8S,9S-diepoxylatractylenolide Ⅱ (4), 4-oxo-8S,9S-epoxylatractylenolide Ⅱ (5), and 8S,9S-epoxylatractylenolide Ⅱ (6), among which three pairs of enantiomers (1a/1b, 2a/2b, and 3a/3b) were successfully isolated by the chiral-phase HPLC resolution. Their structures were elucidated using NMR and HRESIMS analyses, electronic circular dichroism (ECD) and X-ray diffraction analyses. Neuroprotective activity in LPS induced BV-2 microglia cells were performed, and compounds 4 and 6 showed significant NO inhibition with IC50 values of 15.8, and 17.8 μΜ, respectively. Mechanism study showed that 4 exerted its protective effect through inhibiting the production of interleukin-6 (IL-6). The findings disclosed the potential of A. macrocephala to be developed as new neuroprotective functional food and medicine.http://www.sciencedirect.com/science/article/pii/S1756464621001900Atractylodes macrocephalaSesquiterpenoidsChiral-phase HPLC resolutionBV-2 microglia |
| spellingShingle | Jin-Guang Si Hai-Xin Zhang Meng Yu Ling-Yu Li Hong-Wu Zhang Hong-Mei Jia Li-Yan Ma Ling-Ling Qin Tao Zhang Zhong-Mei Zou Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cells Journal of Functional Foods Atractylodes macrocephala Sesquiterpenoids Chiral-phase HPLC resolution BV-2 microglia |
| title | Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cells |
| title_full | Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cells |
| title_fullStr | Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cells |
| title_full_unstemmed | Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cells |
| title_short | Sesquiterpenoids from the rhizomes of Atractylodes macrocephala and their protection against lipopolysaccharide-induced neuroinflammation in microglia BV-2 cells |
| title_sort | sesquiterpenoids from the rhizomes of atractylodes macrocephala and their protection against lipopolysaccharide induced neuroinflammation in microglia bv 2 cells |
| topic | Atractylodes macrocephala Sesquiterpenoids Chiral-phase HPLC resolution BV-2 microglia |
| url | http://www.sciencedirect.com/science/article/pii/S1756464621001900 |
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