Design and Synthesis of a Novel ICT Bichromophoric pH Sensing System Based on 1,8-Naphthalimide Fluorophores as a Two-Input Logic Gate and Its Antibacterial Evaluation

Molecules. 2023 Apr 21;28(8):3631. doi: 10.3390/molecules28083631.

Abstract

The synthesis, sensor activity, and logic behavior of a novel 4-iminoamido-1,8-naphthalimide bichromophoric system based on a "fluorophore-receptor" architecture with ICT chemosensing properties is reported. The synthesized compound showed good colorimetric and fluorescence signaling properties as a function of pH and proved itself as a promising probe for the rapid detection of pH in an aqueous solution and base vapors in a solid state. The novel dyad is able to work as a two-input logic gate with chemical inputs H+ (Input 1) and HO- (Input 2) executing INHIBIT logic gate. The synthesized bichromophoric system and the corresponding intermediates demonstrated good antibacterial activity toward Gram (+) and Gram (-) bacteria when compared with the Gentamycin standard.

Keywords: 1,8-naphthalimide; ICT bichromophore; INHIBIT and IMPLICATION logic gates; antibacterial activity; fluorescence; pH sensing; strip paper indicator.

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Fluorescent Dyes*
  • Hydrogen-Ion Concentration
  • Naphthalimides* / chemistry

Substances

  • Naphthalimides
  • Fluorescent Dyes
  • Anti-Bacterial Agents