Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives

doi:10.1007/s40242-019-9274-3

高等学校化学研究 ›› 2020, Vol. 36 ›› Issue (5): 853-858.doi: 10.1007/s40242-019-9274-3

Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives

ZHANG Xiulan¹, ZHANG Huan¹, MA Jinlong², YU Shujing², LI Zhengming²

1. College of Science, Tianjin University of Science & Technology, Tianjin 300457, P. R. China;
2. State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China

收稿日期:2019-10-10 修回日期:2019-11-11 出版日期:2020-10-01 发布日期:2020-10-01
通讯作者: LI Zhengming, ZHANG Xiulan E-mail:nkzml@vip.163.com;zxl840327@163.com
基金资助:
Supported by the Scientific Research Program of Tianjin Municipal Education Commission, China(No.2018KJ114).

Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives

ZHANG Xiulan¹, ZHANG Huan¹, MA Jinlong², YU Shujing², LI Zhengming²

1. College of Science, Tianjin University of Science & Technology, Tianjin 300457, P. R. China;
2. State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. China

Received:2019-10-10 Revised:2019-11-11 Online:2020-10-01 Published:2020-10-01
Contact: LI Zhengming, ZHANG Xiulan E-mail:nkzml@vip.163.com;zxl840327@163.com
Supported by:
Supported by the Scientific Research Program of Tianjin Municipal Education Commission, China(No.2018KJ114).

摘要/Abstract

摘要： In an attempt to search for potent fungicide, a series of novel N-aryl-1H-pyrazole-5-carboxylate derivatives was designed and synthesized. Their chemical structures were characterized by ¹H NMR spectra and high resolution mass spectrometry(HRMS). The preliminary bioassay results indicated that some target compounds displayed better fungicidal activities against certain fungi at 50 μg/mL or favorable antitumor activities at 5 μg/mLcompared with chlorothalonil and 5-fluorouracil, respectively. The structure-activity relationship demonstrated that the introduction of ester group and amide bond was favorable to the improvement of activities against Physalospora piricola and Phytophthora capsici.

关键词: N-Aryl-1H-pyrazole-5-carboxylate, Fungicidal activity, Antitumor activity

Abstract: In an attempt to search for potent fungicide, a series of novel N-aryl-1H-pyrazole-5-carboxylate derivatives was designed and synthesized. Their chemical structures were characterized by ¹H NMR spectra and high resolution mass spectrometry(HRMS). The preliminary bioassay results indicated that some target compounds displayed better fungicidal activities against certain fungi at 50 μg/mL or favorable antitumor activities at 5 μg/mLcompared with chlorothalonil and 5-fluorouracil, respectively. The structure-activity relationship demonstrated that the introduction of ester group and amide bond was favorable to the improvement of activities against Physalospora piricola and Phytophthora capsici.

Key words: N-Aryl-1H-pyrazole-5-carboxylate, Fungicidal activity, Antitumor activity

ZHANG Xiulan, ZHANG Huan, MA Jinlong, YU Shujing, LI Zhengming. Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives[J]. 高等学校化学研究, 2020, 36(5): 853-858.

ZHANG Xiulan, ZHANG Huan, MA Jinlong, YU Shujing, LI Zhengming. Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives[J]. Chemical Research in Chinese Universities, 2020, 36(5): 853-858.

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Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives

Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives

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