Synthesis, Structure and Biological Activities of New 1-Phenyl-3-methyl-4-acyl-2-pyrzolin-5-one Derivatives Modified with Glycylglycine Methyl Ester

doi:10.6023/cjoc201306021

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (12): 2631-2636.DOI: 10.6023/cjoc201306021 Previous Articles Next Articles

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甘二肽甲酯修饰的新型4-酰基吡唑啉酮衍生物的合成、结构和生物活性

朱华玲^a, 班立桐^b, 石军^a, 陈晨^a, 尉震^a

a 天津农学院基础科学系天津 300384;
b 天津农学院农学系天津 300384

收稿日期:2013-06-17 修回日期:2013-07-17 发布日期:2013-08-12
通讯作者: 朱华玲 E-mail:zhuhualing2004@126.com
基金资助:
国家星火计划(No. 2010GA610009)和天津农学院科技发展基金(No. 2011N06)资助项目.

Synthesis, Structure and Biological Activities of New 1-Phenyl-3-methyl-4-acyl-2-pyrzolin-5-one Derivatives Modified with Glycylglycine Methyl Ester

Zhu Hualing^a, Ban Litong^b, Shi Jun^a, Chen Chen^a, Wei Zhen^a

a Department of Basic Science, Tianjin Agricultural University, Tianjin 300384;
b Department of Agricultural Science, Tianjin Agricultural University, Tianjin 300384

Received:2013-06-17 Revised:2013-07-17 Published:2013-08-12
Supported by:
Project supported by the China Spark Program (No. 2010GA610009) and the Science Development Fund of Tianjin Agricultural College (No. 2011N06).

Four new 1-phenyl-3-methyl-4-acyl-2-pyrazolin-5-one derivatives modified with glycylglycine methyl ester were synthesized and characterized by UV, ¹H NMR, ¹³C NMR, IR, elemental analysis. The molecular structure of compound b3 was also characterized by single-crystal X-ray diffraction. The analytical results showed that new compounds existed in enamine-ketone forms. The antibacterial activity tests of the compounds at different concentrations against E. cocli and Bacillus subtilis were performed using disc diffusion method. The results indicated that most compounds had weak abilities of inhibiting the growth of the two bacteria, and the inhibiting abilities of 4-aryl compounds were better. The herbicidal activity tests of the compounds against wheat and rape were performed by plate culture method. The results indicated that all compounds had the abilities of inhibiting the growth of the two plants, and the inhibiting abilities of the compounds against rape were better, especially the inhibiting abilities to the growth of rapeseed radicle almost reached completely suppressed.

Key words: pyrazolotone, glycylglycine ester, structure, biological activity

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Zhu Hualing, Ban Litong, Shi Jun, Chen Chen, Wei Zhen. Synthesis, Structure and Biological Activities of New 1-Phenyl-3-methyl-4-acyl-2-pyrzolin-5-one Derivatives Modified with Glycylglycine Methyl Ester[J]. Chin. J. Org. Chem., 2013, 33(12): 2631-2636.

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甘二肽甲酯修饰的新型4-酰基吡唑啉酮衍生物的合成、结构和生物活性

Synthesis, Structure and Biological Activities of New 1-Phenyl-3-methyl-4-acyl-2-pyrzolin-5-one Derivatives Modified with Glycylglycine Methyl Ester

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