农药2024,Vol.63Issue(4) :243-249,253.DOI:10.16820/j.nyzz.2024.0402

含1,3,4-噁二唑片段的蓝刺头碱衍生物的设计、合成及抗烟草花叶病毒活性

Design,synthesis and anti-TMV activities of echinopsine derivatives containing 1,3,4-oxadiazole fragment

王翀 吴心阳 杨奇隆 吕永康 杨岩
农药2024,Vol.63Issue(4) :243-249,253.DOI:10.16820/j.nyzz.2024.0402

含1,3,4-噁二唑片段的蓝刺头碱衍生物的设计、合成及抗烟草花叶病毒活性

Design,synthesis and anti-TMV activities of echinopsine derivatives containing 1,3,4-oxadiazole fragment

王翀 1吴心阳 1杨奇隆 1吕永康 2杨岩1
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作者信息

  • 1. 太原理工大学生物医学工程学院,山西晋中 030060
  • 2. 太原理工大学煤科学与技术教育部重点实验室,山西晋中 030060
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摘要

[目的]为了发现具有抗烟草花叶病毒(TMV)活性的新化合物.[方法]通过取代、肼解、环化、取代4步反应将(噁)二唑片段引入到蓝刺头碱结构中,合成11个含1,3,4-噁二唑片段的蓝刺头碱衍生物,并对其进行了抗TMV活性测试.[结果]目标化合物结构经1H NMR、13C NMR和HRMS分析确证.抗TMV活性测试结果显示在质量浓度为500 mg/L时,8个蓝刺头碱(噁)二唑衍生物的抗TMV活性高于病毒唑,其中化合物5d和5j的活性最高.[结论]化合物5d和5j可作为抗TMV先导化合物进行进一步结构优化.

Abstract

[Aims]This study aims to discover novel compounds with high anti-TMV activity.[Methods]The fragment of 1,3,4-oxadiazole was introduced into echinopsine through 4 steps including substitution,hydrazine hydrolysis,cyclization and substitution to synthesize 11 echinopsine derivatives containing 1,3,4-oxadiazole,and their anti-TMV activity were tested.[Results]The structures of the target compounds were confirmed by 1H NMR,13C NMR and HRMS.The activity test results showed that the anti-TMV activities of 8 echinopsine 1,3,4-oxadiazole derivatives were higher than that of ribavirin at 500 mg/L,with compounds 5d and 5j having the highest activity.[Conclusions]Compounds 5d and 5j can be used as lead compounds for further structural optimization.

关键词

天然产物/蓝刺头碱/1,3,4-(噁)二唑/烟草花叶病毒/抗植物病毒活性

Key words

natural product/echinopsine/1,3,4-oxadiazole/tobacco mosaic virus/anti-plant viral activity

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基金项目

国家自然科学基金(22001190)

山西省基础研究计划(20210302123180)

出版年

2024
农药
沈阳化工研究院有限公司

农药

CSTPCD北大核心
影响因子:0.665
ISSN:1006-0413
参考文献量20
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