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新型(1E,4E)-1-芳基-5-(2-(喹唑啉-4-基氧基)苯基)-1,4-戊二烯-3-酮衍生物的合成及抗病毒活性。

Synthesis and antiviral bioactivity of novel (1E, 4E)-1-aryl-5-(2-(quinazolin-4-yloxy)phenyl)-1,4-pentadien-3-one derivatives.

机构信息

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.

出版信息

Eur J Med Chem. 2013 May;63:662-9. doi: 10.1016/j.ejmech.2013.02.035. Epub 2013 Mar 14.

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.

摘要

设计并合成了一系列新型(1E,4E)-1-芳基-5-[2-(喹唑啉-4-氧基)苯基]-1,4-戊二烯-3-酮衍生物,通过取代醛与中间体 4a-f 反应得到。抗病毒生物测定表明,大多数化合物在 500μg/mL 时对烟草花叶病毒(TMV)和黄瓜花叶病毒(CMV)具有良好的体外抗病毒活性。还讨论了结构与抗病毒活性之间的关系。化合物 5a、6e 和 6g 在 257.7、320.7 和 243.3μg/mL 时对 TMV 的体外保护活性分别约为 50%(EC50)。本研究首次证明(1E,4E)-1-芳基-5-[2-(喹唑啉-4-氧基)苯基]-1,4-戊二烯-3-酮可用于开发植物潜在的抗病毒剂。

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