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新型N,N-二取代席夫碱的体外抗菌和抗肿瘤活性的合成与评价

Synthesis and Evaluation of In Vitro Antibacterial and Antitumor Activities of Novel N,N-Disubstituted Schiff Bases.

作者信息

Luo Heng, Xia Yu-Fen, Sun Bao-Fei, Huang Li-Rong, Wang Xing-Hui, Lou Hua-Yong, Zhu Xu-Hui, Pan Wei-Dong, Zhang Xiao-Dong

机构信息

Beijing Chao-Yang Hospital, Capital Medical University, Beijing 100043, China.

State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guizhou 550014, China.

出版信息

Biochem Res Int. 2017;2017:6257240. doi: 10.1155/2017/6257240. Epub 2017 Jun 21.

DOI:10.1155/2017/6257240
PMID:28713593
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5497607/
Abstract

To get inside the properties of N,N-disubstituted Schiff bases, we synthesized three high-yielding benzaldehyde Schiff bases. We used the reaction between salicylaldehyde and different diamine compounds, including diamine, ethanediamine, and -phenylenediamine, determining the structure of obtained molecules by nuclear magnetic resonance spectroscopy and electrospray ionization mass spectroscopy. We thus evaluated the microbicidal and antitumor activity of these compounds, showing that salicylaldehyde-hydrazine hydrate Schiff base (compound ) significantly inhibited the growth of ; salicylaldehyde--phenylenediamine Schiff base (compound ) displayed a strong capability to inhibit the proliferation of leukemia cell lines K562 and HEL. Moreover, we observed that the antibacterial action of might be associated with the regulation of the expression of key virulence genes in . Compound resulted in a strong apoptotic activity against leukemia cells, also affecting the cell cycle distribution. Overall, our novel N,N-disubstituted Schiff bases possess unique antibacterial or antitumor activities that exhibit the potent application prospect in prophylactic or therapeutic interventions, providing new insights for developing new antibacterial and anticancer chemical agents.

摘要

为了解N,N - 二取代席夫碱的性质,我们合成了三种高产率的苯甲醛席夫碱。我们利用水杨醛与不同的二胺化合物(包括二胺、乙二胺和对苯二胺)之间的反应,通过核磁共振光谱和电喷雾电离质谱确定所得分子的结构。我们据此评估了这些化合物的杀菌和抗肿瘤活性,结果表明水杨醛 - 水合肼席夫碱(化合物 )显著抑制了 的生长;水杨醛 - 对苯二胺席夫碱(化合物 )表现出强烈抑制白血病细胞系K562和HEL增殖的能力。此外,我们观察到 的抗菌作用可能与调控 中关键毒力基因的表达有关。化合物 对白血病细胞产生强烈的凋亡活性,还影响细胞周期分布。总体而言,我们新型的N,N - 二取代席夫碱具有独特的抗菌或抗肿瘤活性,在预防或治疗干预方面展现出强大的应用前景,为开发新型抗菌和抗癌化学药物提供了新的见解。

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