New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity
To develop novel anti-inflammatory agents, a series of new pentadienone oxime ester compounds were designed and synthesized. The structures were determined by IR, 1H NMR, 13 C NMR, and HRMS. All compounds have been screened for their anti-inflammatory activity by evaluating their inhibition against...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Taylor & Francis Group
2018-01-01
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| Series: | Journal of Enzyme Inhibition and Medicinal Chemistry |
| Subjects: | |
| Online Access: | http://dx.doi.org/10.1080/14756366.2017.1396455 |
| _version_ | 1818318901415510016 |
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| author | Qin Li Juping Zhang Liu Zeng Chen Jie Quan Wang Hai Ping Zhou Wen Jian Tang Wei Xue Xin Hua Liu |
| author_facet | Qin Li Juping Zhang Liu Zeng Chen Jie Quan Wang Hai Ping Zhou Wen Jian Tang Wei Xue Xin Hua Liu |
| author_sort | Qin Li |
| collection | DOAJ |
| description | To develop novel anti-inflammatory agents, a series of new pentadienone oxime ester compounds were designed and synthesized. The structures were determined by IR, 1H NMR, 13 C NMR, and HRMS. All compounds have been screened for their anti-inflammatory activity by evaluating their inhibition against LPS-induced nitric oxide (NO) release in RAW 264.7 cell. Among them, compound 5j was found to be one of the most potent compounds in inhibiting NO and IL-6 (IC50 values were 6.66 µM and 5.07 µM, respectively). Preliminary mechanism studies show that title compound 5j could significantly suppress expressions of nitric oxide synthase, COX-2, and NO, IL-6 through Toll-like receptor 4/mitogen-activated protein kinases/NF-κB signalling pathway. These data support further studies to assess rational design of more efficient pentadienone oxime ester derivatives with anti-inflammatory activity in the future. |
| first_indexed | 2024-12-13T10:00:35Z |
| format | Article |
| id | doaj.art-e1612c3bbbe04301bcbdcb6f1c129351 |
| institution | Directory Open Access Journal |
| issn | 1475-6366 1475-6374 |
| language | English |
| last_indexed | 2024-12-13T10:00:35Z |
| publishDate | 2018-01-01 |
| publisher | Taylor & Francis Group |
| record_format | Article |
| series | Journal of Enzyme Inhibition and Medicinal Chemistry |
| spelling | doaj.art-e1612c3bbbe04301bcbdcb6f1c1293512022-12-21T23:51:41ZengTaylor & Francis GroupJournal of Enzyme Inhibition and Medicinal Chemistry1475-63661475-63742018-01-0133113013810.1080/14756366.2017.13964551396455New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activityQin Li0Juping Zhang1Liu Zeng Chen2Jie Quan Wang3Hai Ping Zhou4Wen Jian Tang5Wei Xue6Xin Hua Liu7Guizhou UniversityGuizhou UniversityAnhui Institute of Innovative Drugs, Anhui Medical UniversityAnhui Institute of Innovative Drugs, Anhui Medical UniversityChuZhou UniversityAnhui Institute of Innovative Drugs, Anhui Medical UniversityGuizhou UniversityAnhui Institute of Innovative Drugs, Anhui Medical UniversityTo develop novel anti-inflammatory agents, a series of new pentadienone oxime ester compounds were designed and synthesized. The structures were determined by IR, 1H NMR, 13 C NMR, and HRMS. All compounds have been screened for their anti-inflammatory activity by evaluating their inhibition against LPS-induced nitric oxide (NO) release in RAW 264.7 cell. Among them, compound 5j was found to be one of the most potent compounds in inhibiting NO and IL-6 (IC50 values were 6.66 µM and 5.07 µM, respectively). Preliminary mechanism studies show that title compound 5j could significantly suppress expressions of nitric oxide synthase, COX-2, and NO, IL-6 through Toll-like receptor 4/mitogen-activated protein kinases/NF-κB signalling pathway. These data support further studies to assess rational design of more efficient pentadienone oxime ester derivatives with anti-inflammatory activity in the future.http://dx.doi.org/10.1080/14756366.2017.1396455Pentadienoneoxime estersynthesisanti-inflammatoryactivity |
| spellingShingle | Qin Li Juping Zhang Liu Zeng Chen Jie Quan Wang Hai Ping Zhou Wen Jian Tang Wei Xue Xin Hua Liu New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity Journal of Enzyme Inhibition and Medicinal Chemistry Pentadienone oxime ester synthesis anti-inflammatory activity |
| title | New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity |
| title_full | New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity |
| title_fullStr | New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity |
| title_full_unstemmed | New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity |
| title_short | New pentadienone oxime ester derivatives: synthesis and anti-inflammatory activity |
| title_sort | new pentadienone oxime ester derivatives synthesis and anti inflammatory activity |
| topic | Pentadienone oxime ester synthesis anti-inflammatory activity |
| url | http://dx.doi.org/10.1080/14756366.2017.1396455 |
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