Synthesis and Herbicidal Activity of Adenylosuccinate Aynthetase Bisubstrate Hybrid Inhibitor Analogues

doi:10.6023/cjoc201506027

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (12): 2642-2649.DOI: 10.6023/cjoc201506027 Previous Articles Next Articles

Notes

腺苷酸琥珀酸合成酶双基抑制剂类似物的合成及生物活性

刘斌, 孔令青, 董宏波, 王明安

中国农业大学应用化学系北京 100193

收稿日期:2015-06-24 修回日期:2015-08-17 发布日期:2015-08-26
通讯作者: 王明安 E-mail:wangma@cau.edu.cn
基金资助:
国家自然科学基金(No. 20772150)和国家十二五科技支撑计划(No. 2011BAE06B04)资助项目.

Synthesis and Herbicidal Activity of Adenylosuccinate Aynthetase Bisubstrate Hybrid Inhibitor Analogues

Liu Bin, Kong Lingqing, Dong Hongbo, Wang Ming'an

Department of Applied Chemistry, China Agricultural University, Beijing 100193

Received:2015-06-24 Revised:2015-08-17 Published:2015-08-26
Supported by:
Project supported by National Natural Science foundation of China (No. 20772150) and National KeyTechnologies R&D Program of China (No. 2011BAE06B04).

1. Synthesis and Herbicidal Activity of Adenylosuccinate Aynthetase Bisubstrate Hybrid Inhibitor Analogues.PDF(601KB)

Abstract

The adenylosuccinate synthetase (AdSS) bisubstrate hybrid inhibitor analogues 5-(4-hydroxybenzyl)-N³- [5-ethoxycarbonyl-4-(N-formylhydroxyamino)pentyl]-hydantoin benzoates containing the structural moiety of hadacidin were designed and synthesized via Claisen condensation, hydrolysis decarbosylation, imidization, acid-catalyzed ring closure, borane reduction, Mitsunobu coupling reaction, formylation and deprotection used 1,4-butyrolactone as raw materials. Their structures were characterized with ¹H NMR and HR-ESI-MS data. The preliminary and greenhouse test results showed that these compounds only exhibited weak inhibition against E. rusgalli and B. campestris at the concentration of 100 μg/mL.

Key words: adenylosuccinate synthetase, bisubstrate hybrid inhibitor, hadacidin, synthesis, herbicidal activities

Cite this article

Liu Bin, Kong Lingqing, Dong Hongbo, Wang Ming'an. Synthesis and Herbicidal Activity of Adenylosuccinate Aynthetase Bisubstrate Hybrid Inhibitor Analogues[J]. Chin. J. Org. Chem., 2015, 35(12): 2642-2649.

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腺苷酸琥珀酸合成酶双基抑制剂类似物的合成及生物活性

Synthesis and Herbicidal Activity of Adenylosuccinate Aynthetase Bisubstrate Hybrid Inhibitor Analogues

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