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Changing Cinnamaldehyde Skeleton Achieves Antibacterial Nanoswitch.
Zhao, Xiaoying; Miao, Ruoyan; Xu, Tianze; Du, Xiaolong; Zhang, Xueyan; Zhao, Wanyu; Xie, Huidong; Zhang, Liang; He, Jianzheng; Ma, Zhenhui; Liu, Hu.
Afiliación
  • Zhao X; School of Chemistry and Chemical Engineering, Xi'an University of Architecture and Technology, Xi'an 710055, China.
  • Miao R; School of Chemistry and Chemical Engineering, Xi'an University of Architecture and Technology, Xi'an 710055, China.
  • Xu T; Department of Vascular Surgery, Nanjing Drum Tower Hospital, Affiliated Hospital of Medical School, Nanjing University, Nanjing 210008, China.
  • Du X; Department of Vascular Surgery, Nanjing Drum Tower Hospital, Affiliated Hospital of Medical School, Nanjing University, Nanjing 210008, China.
  • Zhang X; Research and Experiment Center, Gansu University of Chinese Medicine, Lanzhou 730000, China.
  • Zhao W; School of Chemistry and Chemical Engineering, Xi'an University of Architecture and Technology, Xi'an 710055, China.
  • Xie H; School of Chemistry and Chemical Engineering, Xi'an University of Architecture and Technology, Xi'an 710055, China.
  • Zhang L; School of Chemistry and Chemical Engineering, Xi'an University of Architecture and Technology, Xi'an 710055, China.
  • He J; Research and Experiment Center, Gansu University of Chinese Medicine, Lanzhou 730000, China.
  • Ma Z; Department of Physics, Beijing Technology and Business University, Beijing 100048, China.
  • Liu H; School of Chemistry and Chemical Engineering, Xi'an University of Architecture and Technology, Xi'an 710055, China.
ACS Appl Mater Interfaces ; 16(14): 17838-17845, 2024 Apr 10.
Article en En | MEDLINE | ID: mdl-38556984
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.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Acroleína / Nanoestructuras Límite: Animals Idioma: En Revista: ACS Appl Mater Interfaces Asunto de la revista: BIOTECNOLOGIA / ENGENHARIA BIOMEDICA Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Acroleína / Nanoestructuras Límite: Animals Idioma: En Revista: ACS Appl Mater Interfaces Asunto de la revista: BIOTECNOLOGIA / ENGENHARIA BIOMEDICA Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos