Cationic Tricyclic AIEgens for Concomitant Bacterial Discrimination and Inhibition

Adv Healthc Mater. 2021 Jun;10(12):e2100136. doi: 10.1002/adhm.202100136. Epub 2021 May 21.

Abstract

New ionic compounds with aggregation-induced emission (AIE) feature has been widely studied. These AIE-based luminogens (AIEgens) not only effectively resolve aggregation-caused quenching (ACQ) problems that are encountered for most of conventional fluorescent dyes, but also exhibit promising applications in biological imaging, potentially for a wide variety of diseases. However, such an AIE system needs to be further developed. In this work, a series of novel cationic AIEgens that are comprised of tricyclic 2-aminopyridinium derivatives with seven-membered rings are designed and synthesized via a simple, multicomponent reaction. Notably, these AIEgens exhibit the ability to specifically stain gram-positive bacteria. Moreover, a specific AIEgen, BMTAP-7, possesses highly efficient bacteriostatic ability for Staphylococcus aureus (S. aureus) in both liquid medium and solid agar plates, which have a minimum inhibitory concentration (MIC) between 4 and 8 µg mL-1 . Using live-cell imaging and a wash-free process, it is observed that hydrophilic AIEgens are localized to mitochondria, whereas lipophilic AIEgens display specific staining of lysosomes. These AIEgens with bacteriostatic activity hold great promise for distinguishing between bacterial types and inhibiting bacterial infections in situ.

Keywords: aggregation-induced emission; bacterial discrimination; bacterial inhibition; tricyclic 2-aminopyridinium derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cations
  • Fluorescent Dyes*
  • Gram-Positive Bacteria
  • Staphylococcus aureus*

Substances

  • Cations
  • Fluorescent Dyes