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新型3-((2-((1E,4E)-3-氧代-5-芳基戊-1,4-二烯-1-基)苯氧基)甲基)-4(3H)-喹唑啉酮衍生物的合成及其抗病毒生物活性

Synthesis and antiviral bioactivity of novel 3-((2-((1E,4E)-3-oxo-5-arylpenta-1,4-dien-1-yl)phenoxy)methyl)-4(3H)-quinazolinone derivatives.

作者信息

Ma Juan, Li Pei, Li Xiangyang, Shi Qingcai, Wan Zhihua, Hu Deyu, Jin Linhong, Song Baoan

机构信息

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

出版信息

J Agric Food Chem. 2014 Sep 10;62(36):8928-34. doi: 10.1021/jf502162y. Epub 2014 Aug 25.

DOI:10.1021/jf502162y
PMID:25112464
Abstract

A series of novel 3-((2-((1E,4E)-3-oxo-5-arylpenta-1,4-dien-1-yl)phenoxy)methyl)-4(3H)-quinazolinone derivatives were designed and synthesized. Antiviral bioassays indicated that a few of the compounds exhibited higher antiviral activities against tobacco mosaic virus (TMV) in vivo than the commercial agent ningnanmycin. In particular, compounds A5, A12, A25, and A27 possessed appreciable curative bioactivities on TMV in vivo, with 50% effective concentration values ranging from 132.25 to 156.10 μg/mL. These values are superior to that of ningnanmycin (281.22 μg/mL) and suggest that novel 4(3H)-quinazolinone derivatives containing 1,4-pentadien-3-one moiety can effectively control TMV. Evaluation of the antiviral properties in field studies and the mechanisms underlying the enhanced antiviral activities of these derivatives are an interesting topic for future investigation.

摘要

设计并合成了一系列新型的3-((2-((1E,4E)-3-氧代-5-芳基戊-1,4-二烯-1-基)苯氧基)甲基)-4(3H)-喹唑啉酮衍生物。抗病毒生物测定表明,其中一些化合物在体内对烟草花叶病毒(TMV)的抗病毒活性高于商业药剂宁南霉素。特别是,化合物A5、A12、A25和A27在体内对TMV具有明显的治疗生物活性,50%有效浓度值在132.25至156.10μg/mL之间。这些值优于宁南霉素(281.22μg/mL),表明含1,4-戊二烯-3-酮部分的新型4(3H)-喹唑啉酮衍生物能有效防治TMV。在田间研究中评估这些衍生物的抗病毒特性以及其增强抗病毒活性的潜在机制是未来研究的一个有趣课题。

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