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阿魏酸衍生物的合成及其除草活性测定

引用本文：杨鹏,杨娟,王伟,张明月,张利辉,董金皋.阿魏酸衍生物的合成及其除草活性测定.植物保护学报,2015,42(6):1050-1056

DOI：10.13802/j.cnki.zwbhxb.2015.06.029

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作者	单位	E-mail
杨鹏	河北农业大学, 河北省植物生理与分子病理学重点实验室, 保定 071001
杨娟	河北农业大学, 河北省植物生理与分子病理学重点实验室, 保定 071001
王伟	河北农业大学, 河北省植物生理与分子病理学重点实验室, 保定 071001
张明月	河北农业大学, 河北省植物生理与分子病理学重点实验室, 保定 071001
张利辉	河北农业大学, 河北省植物生理与分子病理学重点实验室, 保定 071001	zhanglihui@hebau.edu.cn
董金皋	河北农业大学, 河北省植物生理与分子病理学重点实验室, 保定 071001	dongjingao@126.com

中文摘要:为从天然产物中获取新的除草活性成分,通过化学合成的方法对分离自瓜果腐霉Pythium aphanidermatum代谢产物中的阿魏酸进行了结构改造,并采用小杯法,以马唐、马齿苋和播娘蒿为供试杂草对所得化合物进行了除草活性测定。结果显示:所合成的4-羟基-3-甲氧基肉桂酸乙酯、4-羟基-3-甲氧基肉桂酸邻氯苯胺、4-羟基-3-甲氧基肉桂酸酰肼、4-羟基-3-甲氧基肉桂酸叔丁酯和4-乙酰氧基-3-甲氧基肉桂酸5种化合物的回收率分别为96.81%、97.39%、82.20%、75.67%和98.29%。4-羟基-3-甲氧基肉桂酸酰肼和4-乙酰氧基-3-甲氧基肉桂酸对马齿苋胚根的抑制活性最强,IC₅₀分别为87.50 mg/L和74.86 mg/L,其余3种活性相对较弱;4-羟基-3-甲氧基肉桂酸乙酯和4-乙酰氧基-3-甲氧基肉桂酸分别在500 mg/L和1000 mg/L浓度下可完全抑制播娘蒿和马齿苋胚根、芽的生长,而4-羟基-3-甲氧基肉桂酸邻氯苯胺则在1000 mg/L浓度下可完全抑制播娘蒿胚根的生长。表明在阿魏酸分子中的不同位点引入适当的基团结构可以提高或者降低阿魏酸分子的除草活性,并获得新的除草活性物质。

中文关键词:阿魏酸衍生物化学合成除草活性生物测定

Synthesis and herbicidal activity of the derivatives of ferulic acid

Author Name	Affiliation	E-mail
Yang Peng	The Key Laboratory of Hebei Province for Molecular Plant-Microbe Interaction, Agricultural University of Hebei, Baoding 071001, Hebei Province, China
Yang Juan	The Key Laboratory of Hebei Province for Molecular Plant-Microbe Interaction, Agricultural University of Hebei, Baoding 071001, Hebei Province, China
Wang Wei	The Key Laboratory of Hebei Province for Molecular Plant-Microbe Interaction, Agricultural University of Hebei, Baoding 071001, Hebei Province, China
Zhang Mingyue	The Key Laboratory of Hebei Province for Molecular Plant-Microbe Interaction, Agricultural University of Hebei, Baoding 071001, Hebei Province, China
Zhang Lihui	The Key Laboratory of Hebei Province for Molecular Plant-Microbe Interaction, Agricultural University of Hebei, Baoding 071001, Hebei Province, China	zhanglihui@hebau.edu.cn
Dong Jingao	The Key Laboratory of Hebei Province for Molecular Plant-Microbe Interaction, Agricultural University of Hebei, Baoding 071001, Hebei Province, China	dongjingao@126.com

Abstract:In order to get new herbicidal compounds from natural products, structure modification of ferulic acid separated from Pythium aphanidermatum was conducted through chemical synthesis, and Digitaria sanguinalis, Portulaca oleracea and Descuminia sophia were used for the bioassay of the herbicidal activity of the derivatives by using the method of small glass. The results showed that 4-hydroxy-3-methoxy cinnamic acid ethyl ester, 4-hydroxy-3-methoxy cinnamic acid o-chloroaniline, 4-hydroxy-3-methoxy cinnamic acid hydrazide, 4-hydroxy-3-methoxy cinnamic acid tert-butyl ester and 4-acetoxy-3-methoxy cinnamic acid were synthesized with the recovery rate of 96.81%, 97.39%, 82.20%, 75.67% and 98.29%, respectively. Among the five compounds, 4-hydroxy-3-methoxy cinnamic acid hydrazide and 4-acetoxy-3-methoxy cinnamic acid had stronger inhibition on the elongation of the root of P. oleracea with the IC₅₀ of 87.50 mg/L and 74.86 mg/L, respectively, but the others showed a lower bio-activity. 4-acetoxy-3-methoxy cinnamic acid ethyl ester and 4-acetoxy-3-methoxy cinnamic acid could completely inhibit the growth of radicles and buds of D. sophia and P. oleracea at 500 mg/L and 1 000 mg/L, respectively, but 4-hydroxy-3-methoxy cinnamic acid o-chloroaniline could completely inhibit the growth of the radicles of D. sophia at 1 000 mg/L. The results indicated that introducing different groups to ferulic acid could enhance or decrease the herbicidal activity.

keywords:ferulic acid derivative chemical synthesis herbicidal activity bioassay

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