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Synthesis and antiviral bioactivity of novel (1E, 4E)-1-aryl-5-(2-(quinazolin-4-yloxy)phenyl)-1,4-pentadien-3-one derivatives.
- Source :
-
European journal of medicinal chemistry [Eur J Med Chem] 2013 May; Vol. 63, pp. 662-9. Date of Electronic Publication: 2013 Mar 14. - Publication Year :
- 2013
-
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.<br /> (Copyright © 2013 Elsevier Masson SAS. All rights reserved.)
- Subjects :
- Alkadienes chemistry
Alkadienes pharmacology
Antiviral Agents chemistry
Antiviral Agents pharmacology
Cucumovirus drug effects
Dose-Response Relationship, Drug
Models, Chemical
Molecular Structure
Plant Leaves drug effects
Plant Leaves virology
Quinazolines chemistry
Quinazolines pharmacology
Structure-Activity Relationship
Tobacco Mosaic Virus drug effects
Virus Inactivation drug effects
Alkadienes chemical synthesis
Antiviral Agents chemical synthesis
Quinazolines chemical synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 1768-3254
- Volume :
- 63
- Database :
- MEDLINE
- Journal :
- European journal of medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 23567955
- Full Text :
- https://doi.org/10.1016/j.ejmech.2013.02.035