Synthesis and Antifungal Activity of Novel 1-(3-Indoly)-3-aryl-2-propen-1-one Oxime Ethers

doi:10.6023/cjoc201212025

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (05): 1005-1009.DOI: 10.6023/cjoc201212025 Previous Articles Next Articles

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1-(3-吲哚基)-3-芳基-2-丙烯-1-酮肟醚的合成及抑菌活性

王美岩, 曲智强, 杜丹, 姜林

山东农业大学化学与材料科学学院泰安 271018

收稿日期:2012-12-16 修回日期:2013-01-20 发布日期:2013-01-23
通讯作者: 姜林,jiangl@sdau.edu.cn E-mail:jiangl@sdau.edu.cn
基金资助:
山东省自然科学基金(No. ZR2009BM044)资助项目.

Synthesis and Antifungal Activity of Novel 1-(3-Indoly)-3-aryl-2-propen-1-one Oxime Ethers

Wang Meiyan, Qu Zhiqiang, Du Dan, Jiang Lin

College of Chemistry and Material Science, Shandong Agricultural University, Taian 271018

Received:2012-12-16 Revised:2013-01-20 Published:2013-01-23
Supported by:
Project supported by the Natural Science Foundation of Shandong Province (No. ZR2009BM044).

With the aim of finding novel indole derivatives with high antifungal activity, 3-acetyl indole was prepared using indole and other chemicals as starting materials through the Vilsmeier reaction, followed by reactions of aldol condensation and addition-elimination to synthesize a series of novel 2-propen-1-one oxime ethers containing indole moiety 3a～3j, and their structures were elucidated by IR, ¹H NMR, MS techniques and elemental analysis. The target compounds were tested for in-vitro antifungal activities against Botrytis cinerea and Anthracnose pathogen by the mycelium growth rate method, and the result indicated that 3f and 3g displayed good antifungal activity against Botrytis cinerea at a concentration of 100 μg/mL, with inhibition rates of 81% and 74%, respectively.

Key words: indole, propenone, oxime ether, synthesis, antifungal activity

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Wang Meiyan, Qu Zhiqiang, Du Dan, Jiang Lin. Synthesis and Antifungal Activity of Novel 1-(3-Indoly)-3-aryl-2-propen-1-one Oxime Ethers[J]. Chin. J. Org. Chem., 2013, 33(05): 1005-1009.

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1-(3-吲哚基)-3-芳基-2-丙烯-1-酮肟醚的合成及抑菌活性

Synthesis and Antifungal Activity of Novel 1-(3-Indoly)-3-aryl-2-propen-1-one Oxime Ethers

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