the synthesis and herbicidal activity of 1-alkyl-3-(α-hydroxysubstituted benzylidene)pyrrolidine-2,4-diones的合成和除草活性1-alkyl-3(α-hydroxysubstituted苯亚甲基)pyrrolidine-2,4-diones.pdfVIP

Molecules 2005, 10, 427-434 molecules ISSN 1420-3049 The Synthesis and Herbicidal Activity of 1-Alkyl-3-(α-hydroxy- substituted benzylidene)pyrrolidine-2,4-diones You-Quan Zhu, Chang-Sheng Yao, Xiao-Mao Zou, Fang-Zhong Hu , Bin Liu, Yong-Hong Li and * Hua-Zheng Yang State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, P.R. China * Author to whom correspondence should be addressed; E-mail: nk_yanghz@126.com; Tel: (+86)-22- Fax: (+86)-22 Received: 27 October 2004; in revised form: 18 January 2005 / Accepted: 20 January 2005 / Published: 28 February 2005 Abstract: In the search for better herbicides a series of 1-alkyl-3-(α-hydroxy- (un)substituted benzylidene)pyrrolidine-2,4-diones were prepared and their structure- activity relationships studied. All their structures have been confirmed by 1H-NMR and elemental analysis. The preliminary bioassay results indicated that some of them have high herbicidal activity against annual dicotyledonous and monocotyledonous plants. Keywords: Pyrrolidine, herbicides, inhibition. Introduction The inhibitors of 4-hydroxyphenylpyruvate dioxygenase (HPPD, EC 7) constitute a new kind of herbicides [1]. Generally, potent herbicides of this kind must possess the following structural features: 1) a tricarbonyl methane structure and one of the three carbonyl groups must be a subustituted benzoyl group; 2) the compound must be able to enolise so that the enolate is capable of inhibiting HPPD enzyme by competitive combination with Fe2+