Synthesis and Antimicrobial Activity Evaluation of Aminoguanidine Derivatives Containing a Biphenyl Moiety

doi:10.6023/cjoc201811012

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (5): 1497-1502.DOI: 10.6023/cjoc201811012 Previous Articles Next Articles

Notes

联苯缩氨基胍衍生物的合成及其抗菌活性评价

余海红, 周胜超, 郭婷婷, 梁焯, 陈华斌, 代卫凯, 宋明霞

井冈山大学医学部基础医学与药学学院吉安 343009

收稿日期:2018-11-06 修回日期:2018-12-18 发布日期:2019-01-10
通讯作者: 宋明霞 E-mail:freexiaoxiao83@aliyun.com
基金资助:
国家自然科学基金（No.81560561）和井冈山大学博士启动基金（No.JZB1317）资助项目.

Synthesis and Antimicrobial Activity Evaluation of Aminoguanidine Derivatives Containing a Biphenyl Moiety

Yu Haihong, Zhou Shengchao, Guo Tingting, Liang Zhuo, Chen Huabin, Dai Weikai, Song Mingxia

Basic Medical and Pharmacy College, School of Medicine, Jinggangshan University, Ji'an 343009

Received:2018-11-06 Revised:2018-12-18 Published:2019-01-10
Contact: 10.6023/cjoc201811012 E-mail:freexiaoxiao83@aliyun.com
Supported by:
Project supported by the National Natural Science Foundation of China (No. 81560561), and the Doctoral Foundation of Jinggangshan University (No. JZB1317).

1. Synthesis and Antimicrobial Activity Evaluation of Aminoguanidine Derivatives Containing a Biphenyl Moiety.PDF(7234KB)

Abstract

A series of aminoguanidine derivatives containing a biphenyl moiety were designed, synthesized, and characterized by spectra methods using chalcone-aminoguanidine derivative as the lead compound. The antibacterial activity of the target compounds was evaluated. The results indicated that most of the target compounds showed potent inhibitory activity with the minimum inhibitory concentration values (MICs) in range of 0.5~8 μg/mL. Among of which, 2-((4'-bromo-[1,1'- biphenyl]-4-yl)methylene)hydrazine-1-carboximidamide (3j) exhibited broad-spectrum antibacterial activity, effective to all the chosen strains including two multidrug-resistant gram-positive strains, showed the most potent inhibitory against S. aureus CMCC(B) 26003, E. faecalis CMCC 29212 and multidrug-resistant S. aureus ATCC 33591 with a MIC value of 0.5 μg/mL. Moreover, low cytotoxicity of compound 3j (HEK 293T, IC₅₀=60.90 µmol/L) was found. These results suggested that the Compound 3j, with high safety, was potential and valuable in the research of novel antibacterial drugs.

Key words: aminoguanidine, biphenyl, antimicrobial activity

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Yu Haihong, Zhou Shengchao, Guo Tingting, Liang Zhuo, Chen Huabin, Dai Weikai, Song Mingxia. Synthesis and Antimicrobial Activity Evaluation of Aminoguanidine Derivatives Containing a Biphenyl Moiety[J]. Chin. J. Org. Chem., 2019, 39(5): 1497-1502.

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联苯缩氨基胍衍生物的合成及其抗菌活性评价

Synthesis and Antimicrobial Activity Evaluation of Aminoguanidine Derivatives Containing a Biphenyl Moiety

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