Multi-Hydrogen Bonding on Quaternized-Oligourea Receptor Facilitated Its Interaction with Bacterial Cell Membranes and DNA for Broad-Spectrum Bacteria Killing

Herein, we report a new strategy for the design of antibiotic agents based on the electrostatic interaction and hydrogen bonding, highlighting the significance of hydrogen bonding and the increased recognition sites in facilitating the interaction with bacterial cell membranes and DNA. A series of q...

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Bibliographic Details
Published in:	Molecules (Basel, Switzerland) Vol. 29; no. 16; p. 3937
Main Authors:	Yan, Xiaojin, Yang, Fan, Lv, Guanghao, Qiu, Yuping, Jia, Xiaoying, Hu, Qirong, Zhang, Jia, Yang, Jing, Ouyang, Xiangyuan, Gao, Lingyan, Jia, Chuandong
Format:	Journal Article
Language:	English
Published:	Switzerland MDPI AG 01-08-2024 MDPI
Subjects:	anion receptor Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibiotics Bacteria Bacteria - drug effects Bacteria - metabolism Bacterial genetics Binding sites Cell death Cell Membrane - drug effects Cell Membrane - metabolism Deoxyribonucleic acid DNA DNA cleavage DNA, Bacterial - metabolism Drug resistance in microorganisms E coli Escherichia coli - drug effects Ethylenediaminetetraacetic acid host–guest systems Hydrogen Hydrogen Bonding Hydrogen bonds Membranes Microbial Sensitivity Tests Morphology Permeability Quaternary Ammonium Compounds - chemistry Quaternary Ammonium Compounds - pharmacology Scanning electron microscopy supramolecular chemistry Transmission electron microscopy Urea - chemistry Urea - pharmacology Japan China DNA cleavage anion receptor host–guest systems hydrogen bonds supramolecular chemistry
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Summary:	Herein, we report a new strategy for the design of antibiotic agents based on the electrostatic interaction and hydrogen bonding, highlighting the significance of hydrogen bonding and the increased recognition sites in facilitating the interaction with bacterial cell membranes and DNA. A series of quaternary ammonium functionalized urea-based anion receptors were studied. While the monodentate mono-urea , bisurea , and trisurea failed to break through the cell membrane barrier and thus could not kill bacteria, the extended bidentate dimers - presented gradually increased membrane penetrating capabilities, DNA conformation perturbation abilities, and broad-spectrum antibacterial activities against , , , , and .
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 These authors contributed equally to this work.
ISSN:	1420-3049 1420-3049
DOI:	10.3390/molecules29163937