高等学校化学学报 ›› 2014, Vol. 35 ›› Issue (7): 1451-1457.doi: 10.7503/cjcu20131138

• 有机化学 • 上一篇    下一篇

新型瑞香酮类似物的合成及杀菌活性

谢瑞龙1, 宋越2, 杨新玲1, 汪梅子1, 凌云1()   

  1. 1. 中国农业大学理学院应用化学系, 北京 100193
    2. 南京农业大学理学院, 南京 210095
  • 收稿日期:2013-11-22 出版日期:2014-07-10 发布日期:2014-03-11
  • 作者简介:联系人简介: 凌 云, 男, 博士, 教授, 主要从事新农药创制及天然产物化学研究. E-mail: lyun@cau.edu.cn
  • 基金资助:
    国家自然科学基金(批准号: 21272266)和国家“八六三”计划项目(批准号: 2011AA10A202)资助

Synthesis and Fungicidal Activity of Novel Daphneolone Analogues

XIE Ruilong1, SONG Yue2, YANG Xinling1, WANG Meizi1, LING Yun1,*()   

  1. 1. Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193, China
    2. College of Science, Nanjing Agricultural University, Nanjing 210095, China
  • Received:2013-11-22 Online:2014-07-10 Published:2014-03-11
  • Contact: LING Yun E-mail:lyun@cau.edu.cn
  • Supported by:
    † Supported by the National Natural Science Foundation of China(No.21272266) and the National High-tech R&D Program of China(No.2011AA10A202)

摘要:

以瑞香狼毒中分离的天然产物(E)-1,5-二苯基-2-烯-1-戊酮(A)为先导, 引入色酮片段设计合成了15个新型的瑞香酮类似物, 其结构均经IR, 1H NMR, 13C NMR及元素分析或HRMS确证. 杀菌活性测试结果表明, 在100 mg/mL浓度下, 部分化合物的杀菌活性优于先导化合物A, 其中化合物6d对水稻纹枯病菌和黄瓜灰霉病菌的抑制率分别为87%和86%, 与对照药剂苯醚甲环唑相当, 值得进一步优化研究.

关键词: 瑞香狼毒, (E)-1, 5-二苯基-2-烯-1-戊酮, 色酮, 杀菌活性

Abstract:

Taking the natural product(E)-1,5-diphenylpent-2-en-1-one(A) from Stellera chamaejasma L. as the lead compound, 15 novel daphneolone derivatives containing chromone fragments were designed and prepared base on the previous work. Their structures were confirmed by Fourier transform infrared(FTIR) spectroscopy, 1H and 13C nuclear magnetic resonance(1H NMR, 13C NMR) spectrometry and elemental analysis or high-resolution mass spectrometry(HRMS). The preliminary bioassay results indicated that some compounds showed moderate to good fungicidal activities. Some target compounds showed better activity than lead compound A at 100 mg/mL. Especially, compound 6d, with inhibition rates of 87% and 86% against Rhizoctonia solani and Botrytis cinerea respectively, exhibited comparable activity with the control difenoconazole and was valuable for further optimization.

Key words: Stellera chamaejasma L., (E)-1, 5-diphenylpent-2-en-1-one, Chromone, Fungicidal activity

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