ABSTRACT
Changeable substituent groups of organic molecules can provide an opportunity to clarify the antibacterial mechanism of organic molecules by tuning the electron cloud density of their skeleton. However, understanding the antibacterial mechanism of organic molecules is challenging. Herein, we reported a molecular view strategy for clarifying the antibacterial switch mechanism by tuning electron cloud density of cinnamaldehyde molecule skeleton. The cinnamaldehyde and its derivatives were self-assembled into nanosheets with excellent water solubility, respectively. The experimental results show that α-bromocinnamaldehyde (BCA) nanosheets exhibits unprecedented antibacterial activity, but there is no antibacterial activity for α-methylcinnamaldehyde nanosheets. Therefore, the BCA nanosheets and α-methylcinnamaldehyde nanosheets achieve an antibacterial switch. Theoretical calculations further confirmed that the electron-withdrawing substituent of the bromine atom leads to a lower electron cloud density of the aldehyde group than that of the electron-donor substituent of the methyl group at the α-position of the cinnamaldehyde skeleton, which is a key point in elucidating the antimicrobial switch mechanism. The excellent biocompatibility of BCA nanosheets was confirmed by CCK-8. The mouse wound infection model, H&E staining, and the crawling ability of drosophila larvae show that as-prepared BCA nanosheets are safe and promising for wound healing. This study provides a new strategy for the synthesis of low-cost organic nanomaterials with good biocompatibility. It is expected to expand the application of natural organic small molecule materials in antimicrobial agents.
Subject(s)
Acrolein/analogs & derivatives , Nanostructures , Mice , Animals , Anti-Bacterial Agents/pharmacology , Acrolein/pharmacology , SkeletonABSTRACT
Bacterial infections caused by the growth and reproduction of pathogenic bacteria on wounds are one of the main reasons that hinder wound healing. Antibacterial wound dressings protect wounds from bacterial infections. Herein, we developed a polymeric antibacterial composite film using polyvinyl alcohol (PVA) and sodium alginate (SA) as the substrate. The film used praseodymium-doped yttrium orthosilicate (Y2SiO5: Pr3+, YSO-Pr) to convert visible light into short-wavelength ultraviolet light (UVC) to kill bacteria. The YSO-Pr/PVA/SA showed upconversion luminescence in photoluminescence spectrometry tests, and the emitted UVC inhibited Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria in antibacterial tests. In vivo animal tests showed that YSO-Pr/PVA/SA is effective and safe for inhibiting bacteria in real wounds. The in vitro cytotoxicity test further confirmed the good biocompatibility of the antibacterial film. In addition, YSO-Pr/PVA/SA exhibited sufficient tensile strength. Overall, this study demonstrates the potential of upconversion materials for use in medical dressings.