title: Synthesis, molecular docking and biological evaluation of 3-arylfuran-2(5H)-ones as anti-gastric ulcer agent.
abstract: 3-Arylfuran-2(5H)-one derivatives show good antibacterial activity and were determined as tyrosyl-tRNA synthetase (TyrRS) inhibitors. In a systematic medicinal chemistry exploration, we demonstrated chemical opportunities to treat infections caused by Helicobacter pylori. Twenty 3-arylfuran-2(5H)-ones were synthesized and evaluated for anti-H. pylori, antioxidant and anti-urease activities which are closely interconnected with H. pylori infection. The results displayed that some of the compounds show excellent antioxidant activity, and good anti-H. pylori and urease inhibitory activities. Out of these compounds, 3-(3-methylphenyl)furan-2(5H)-one (b9) showed the most potent antioxidant activity (IC50=8.2 μM) and good anti-H. pylori activity (MIC50=2.6 μg/mL), and it can be used as a good candidate for discovering novel anti-gastric ulcer agent.
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Xu-Dong
authors.initials: XD
authors.lastname: Wang
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Wei
authors.initials: W
authors.lastname: Wei
authors.affiliation: State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, PR China.
authors.forename: Peng-Fei
authors.initials: PF
authors.lastname: Wang
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China; The College of Chemistry of Xiangtan University, Xiangtan 411105, PR China.
authors.forename: Li-Cheng
authors.initials: LC
authors.lastname: Yi
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Wei-Kang
authors.initials: WK
authors.lastname: Shi
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Yong-Xiang
authors.initials: YX
authors.lastname: Xie
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Lang-Zhou
authors.initials: LZ
authors.lastname: Wu
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Nian
authors.initials: N
authors.lastname: Tang
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Liang-Song
authors.initials: LS
authors.lastname: Zhu
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Jia
authors.initials: J
authors.lastname: Peng
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Chan
authors.initials: C
authors.lastname: Liu
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Xian-Hui
authors.initials: XH
authors.lastname: Li
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China.
authors.forename: Shi
authors.initials: S
authors.lastname: Tang
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China. Electronic address: xiaozhuping2005@163.com.
authors.forename: Zhu-Ping
authors.initials: ZP
authors.lastname: Xiao
authors.affiliation: College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, PR China; State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, PR China. Electronic address: zhuhl@nju.edu.cn.
authors.forename: Hai-Liang
authors.initials: HL
authors.lastname: Zhu
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D000897:Anti-Ulcer Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D000975:Antioxidants / Q000737:chemistry; D001665:Binding Sites; D004353:Drug Evaluation, Preclinical; D005663:Furans / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D016480:Helicobacter pylori / Q000187:drug effects / Q000201:enzymology; D006801:Humans; D062105:Molecular Docking Simulation; D017434:Protein Structure, Tertiary; D013276:Stomach Ulcer / Q000188:drug therapy; D014448:Tyrosine-tRNA Ligase / Q000037:antagonists & inhibitors / Q000378:metabolism; D014510:Urease / Q000037:antagonists & inhibitors / Q000378:metabolism
chemical_list: D000900:Anti-Bacterial Agents; D000897:Anti-Ulcer Agents; D000975:Antioxidants; D005663:Furans; D014510:Urease; D014448:Tyrosine-tRNA Ligase; C039281:furan
keywords: 3-Arylfuran-2(5H)-one; Anti-H. pylori; Antioxidant; Gastric ulcer treatment; TyrRS