title: Design, synthesis, and antiviral activity of novel rutin derivatives containing 1, 4-pentadien-3-one moiety.
abstract: Rutin (compound 5) and some compounds (compounds 1-4 and 6) were isolated from Artemisia princeps Pamp (A. princeps Pamp.) and a series of novel rutin derivatives containing 1,4-pentadien-3-one moiety were designed and synthesized. The target compounds were characterized by proton nuclear magnetic resonance spectroscopy ((1)H NMR), carbon nuclear magnetic resonance spectroscopy ((13)C NMR), and ESI-MS. Bioassay results indicated that some of the compounds showed good to excellent antiviral activities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) at 500 μg/mL in vivo. The 50% effective concentrations (EC50) of the compound 7r against CMV was 394.78 μg/mL, which was better than that of Ningnanmycin (432.22 μg/mL). These results indicated that novel rutin derivatives containing 1,4-pentadien-3-one moiety can effectively control CMV.
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Han
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Ding
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Dandan
authors.initials: D
authors.lastname: Xie
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Deyu
authors.initials: D
authors.lastname: Hu
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Pei
authors.initials: P
authors.lastname: Li
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Xiangyang
authors.initials: X
authors.lastname: Li
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Wei
authors.initials: W
authors.lastname: Xue
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China.
authors.forename: Linhong
authors.initials: L
authors.lastname: Jin
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Research, and Development Center for Fine Chemicals, Guizhou University, Guiyang, 550025, People's Republic of China. Electronic address: songbaoan22@yahoo.com.
authors.forename: Baoan
authors.initials: B
authors.lastname: Song
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D017799:Cucumovirus / Q000187:drug effects*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010422:Pentanones / Q000737:chemistry*; D012431:Rutin / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014027:Tobacco Mosaic Virus / Q000187:drug effects*
chemical_list: D000466:Alkadienes; D000998:Antiviral Agents; D010422:Pentanones; D012431:Rutin
keywords: 1,4-pentadien-3-one; Antiviral activity; Artemisia princeps Pamp.; Cucumber mosaic virus; Rutin; Tobacco mosaic virus