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题名: 1,2,3-Triazole-containing derivatives of rupestonic acid: Click-chemical synthesis and antiviral activities against influenza viruses
作者: He, Yao-Wu; Dong, Chang-Zhi; Zhao, Jiang-Yu; Ma, Lin-Lin; Li, Yu-Huan; Aisa, Haji Akber
关键词: Rupestonic acid ; 1,2,3-Triazole ; Click chemistry ; Influenza virus
刊名: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
发表日期: 2014
DOI: 10.1016/j.ejmech.2014.02.029
卷: 76, 期:4, 页:245-255
收录类别: SCI
资助者: Funds for International Cooperation and Exchange of the National Natural Science Foundation of China;National Basic Research Program of China
摘要: Two series of rupestonic acid derivatives, (1-substituted-1H-1,2,3-triazol-4-yl)methyl 2-((5R,8S,8aS)-3,8-dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)acrylate and N-(1-substituted-1H-1,2,3-triazol-4-yl)methyl 2-((5R,8S,8aS)-3,8-dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)acrylamide were easily and efficiently synthesized via click chemistry. These compounds were tested for their in vitro activities against various strains of influenza A virus (H1N1, oseltamivir resistant H1N1, H3N2) and influenza B virus. The results showed that nine compounds were active against the H1N1 strain of influenza A virus and among them the best one 14a, was as active as the reference drugs, Oseltamivir and Ribavirin. Some of them were also active on the Oseltamivir resistant H1N1 strain. In regards to influenza B virus, twenty-one compounds over thirty were active and seven of them 7b, 8b, 9b, 10a, 11b, 12b, 13b showed better activity than Ribavirin. The structure-activity relationship of these compounds is discussed on the basis of each type of the viruses studied. Furthermore, four best representative compounds 7b, 10a, 12b and 14a were evaluated in a plaque assay experiment using MDCK cells and RBV as control compound and the results showed that 7b, 10a and 12b were better than RBV in inhibiting plaque formation, in good accordance with their anti-influenza B activities.
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内容类型: 期刊论文
URI标识: http://ir.xjipc.cas.cn/handle/365002/3789
Appears in Collections:新疆维吾尔自治区植物资源化学重点实验室 _期刊论文

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作者单位: Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Plant Resources & Chem Arid Reg, Urumqi 830011, Xinjiang, Peoples R China;Univ Paris Diderot, Sorbonne Paris Cite, ITODYS, UMR 7086,CNRS, F-75205 Paris 13, France;Guangdong Univ Technol, Sch Light Ind & Chem Engn, Guangzhou 510006, Guangdong, Peoples R China;Chinese Acad Med Sci, Inst Med Biotechnol, Beijing 100050, Peoples R China;Peking Union Med Coll, Beijing 100050, Peoples R China

Recommended Citation:
He, Yao-Wu,Dong, Chang-Zhi,Zhao, Jiang-Yu,et al. 1,2,3-Triazole-containing derivatives of rupestonic acid: Click-chemical synthesis and antiviral activities against influenza viruses[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2014,76(4):245-255.
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