title: Synthesis and antiviral bioactivity of novel (1E, 4E)-1-aryl-5-(2-(quinazolin-4-yloxy)phenyl)-1,4-pentadien-3-one derivatives.
abstract: A series of novel (1E, 4E)-1-aryl-5-[2-(quinazolin-4-yloxy)phenyl]-1,4-pentadien-3-one derivatives were designed and synthesized by reacting substituent aldehyde with intermediates 4a-f. Antiviral bioassays indicated that most of the compounds exhibited promising ex vivo antiviral bioactivities against tobacco mosaic virus (TMV) and cucumber mosaic virus (CMV) at 500 μg/mL. The relationship between structure and antiviral activity was also discussed. Compounds 5a, 6e, and 6g could possess appreciable protective bioactivities on TMV ex vivo by approximately 50% (EC50) at 257.7, 320.7 and 243.3 μg/mL. This study is the first to demonstrate that (1E, 4E)-1-aryl-5-(2-(quinazolin-4-yloxy)phenyl)-1,4-pentadien-3-one can be used to develop potential virucides for plants.
authors.affiliation: State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.
authors.forename: Hui
authors.initials: H
authors.lastname: Luo
authors.forename: Jiaju
authors.initials: J
authors.lastname: Liu
authors.forename: Linhong
authors.initials: L
authors.lastname: Jin
authors.forename: Deyu
authors.initials: D
authors.lastname: Hu
authors.forename: Zhen
authors.initials: Z
authors.lastname: Chen
authors.forename: Song
authors.initials: S
authors.lastname: Yang
authors.forename: Jian
authors.initials: J
authors.lastname: Wu
authors.forename: Baoan
authors.initials: B
authors.lastname: Song
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017799:Cucumovirus / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D008956:Models, Chemical; D015394:Molecular Structure; D018515:Plant Leaves / Q000187:drug effects / Q000821:virology; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014027:Tobacco Mosaic Virus / Q000187:drug effects; D038301:Virus Inactivation / Q000187:drug effects
chemical_list: D000466:Alkadienes; D000998:Antiviral Agents; D011799:Quinazolines