Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro Investigation
A series of oxime ethers with C6-C4 fragment was designed and virtually bioactively screened by docking with a target, then provided by a Friedel–Crafts reaction, esterification (or amidation), and oximation from p-substituted phenyl derivatives (Methylbenzene, Methoxybenzene, Chlorobenzene). Anti-h...
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MDPI AG
2018-03-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/23/3/637 |
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doaj-e1b6ca6f3a4f405c9299da55698f362b2020-11-25T00:43:25ZengMDPI AGMolecules1420-30492018-03-0123363710.3390/molecules23030637molecules23030637Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro InvestigationJie Tan0Min Zhou1Xinhua Cui2Zhuocai Wei3Wanxing Wei4College of Chemistry and Chemical Engineering, Guangxi University, Nanning 53004, ChinaCollege of Chemistry and Chemical Engineering, Guangxi University, Nanning 53004, ChinaCollege of Chemistry and Chemical Engineering, Guangxi University, Nanning 53004, ChinaCollege of Chemistry and Chemical Engineering, Guangxi University, Nanning 53004, ChinaCollege of Chemistry and Chemical Engineering, Guangxi University, Nanning 53004, ChinaA series of oxime ethers with C6-C4 fragment was designed and virtually bioactively screened by docking with a target, then provided by a Friedel–Crafts reaction, esterification (or amidation), and oximation from p-substituted phenyl derivatives (Methylbenzene, Methoxybenzene, Chlorobenzene). Anti-hepatitis B virus (HBV) activities of all synthesized compounds were evaluated with HepG2.2.15 cells in vitro. Results showed that most of compounds exhibited low cytotoxicity on HepG2.2.15 cells and significant inhibition on the secretion of HBsAg and HBeAg. Among them, compound 5c-1 showed the most potent activity on inhibiting HBsAg secretion (IC50 = 39.93 μM, SI = 28.51). Results of the bioactive screening showed that stronger the compounds bound to target human leukocyte antigen A protein in docking, the more active they were in anti-HBV activities in vitro.http://www.mdpi.com/1420-3049/23/3/637synthesisoxime ethers derivativesanti-HBV activitymolecular docking |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Jie Tan Min Zhou Xinhua Cui Zhuocai Wei Wanxing Wei |
| spellingShingle |
Jie Tan Min Zhou Xinhua Cui Zhuocai Wei Wanxing Wei Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro Investigation Molecules synthesis oxime ethers derivatives anti-HBV activity molecular docking |
| author_facet |
Jie Tan Min Zhou Xinhua Cui Zhuocai Wei Wanxing Wei |
| author_sort |
Jie Tan |
| title |
Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro Investigation |
| title_short |
Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro Investigation |
| title_full |
Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro Investigation |
| title_fullStr |
Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro Investigation |
| title_full_unstemmed |
Discovery of Oxime Ethers as Hepatitis B Virus (HBV) Inhibitors by Docking, Screening and In Vitro Investigation |
| title_sort |
discovery of oxime ethers as hepatitis b virus (hbv) inhibitors by docking, screening and in vitro investigation |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2018-03-01 |
| description |
A series of oxime ethers with C6-C4 fragment was designed and virtually bioactively screened by docking with a target, then provided by a Friedel–Crafts reaction, esterification (or amidation), and oximation from p-substituted phenyl derivatives (Methylbenzene, Methoxybenzene, Chlorobenzene). Anti-hepatitis B virus (HBV) activities of all synthesized compounds were evaluated with HepG2.2.15 cells in vitro. Results showed that most of compounds exhibited low cytotoxicity on HepG2.2.15 cells and significant inhibition on the secretion of HBsAg and HBeAg. Among them, compound 5c-1 showed the most potent activity on inhibiting HBsAg secretion (IC50 = 39.93 μM, SI = 28.51). Results of the bioactive screening showed that stronger the compounds bound to target human leukocyte antigen A protein in docking, the more active they were in anti-HBV activities in vitro. |
| topic |
synthesis oxime ethers derivatives anti-HBV activity molecular docking |
| url |
http://www.mdpi.com/1420-3049/23/3/637 |
| work_keys_str_mv |
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