Designing of bis-organosilanes as dual chemosensor for Sn(II) and Al(III) ions: Antibacterial activity and in silico molecular docking study

Here, in this article, we present the design and synthesis of 1,2,3-triazole allied Schiff base functionalized organosilanes 6(a-e) utilising single step approach. These compounds were further characterised using NMR (1H, 13C) and mass spectrometry. Furthermore, UV-Visible and fluorescence spectroscopy showed that compound 6a had a high selectivity to Sn(II) and Al(III) metal ions compared to other relevant metal ions with low limit of detection (LOD) values. Suppression of -C=N isomerization, constrained intramolecular charge transfer (ICT), and complexation with Sn(II)/Al(III) ions (Chelation Enhanced Fluorescence (CHEF)) results in probe 6a's enhanced turn on fluorescence toward the detection of Sn(II) and Al(III) ions. Probe 6a was a strong candidate for the detection of Sn(II) and Al(III) ions due to its selectivity, reversibility, and competitiveness. Since the detecting phenomenon can be reversed, the sensor 6a perfectly mimics the INHIBIT molecular logic gate. Also, computational study utilising DFT technique was used to shed light on the complexation mode of 6a with Sn(II) and Al(III) metal ions. The compound 6a's antibacterial activity has also been successfully tested against Grampositive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. Additionally, the compound 6a was docked to the E. coli and S. aureus proteins, which exhibited excellent results with binding energies of -7.18 Kcal mol-1 and -7.05 Kcal mol-1, respectively. As both in-vitro and docking studies demonstrated anti-bacterial activity of the probe 6a, it may be anticipated that the probe has potential to serve as anti-bacterial drug in nearly future.

Automated summary

In this article, the design and synthesis of a new compound 6a with high selectivity towards Sn(II) and Al(III) metal ions is presented. Computational studies and experimental results indicate that this compound has the potential to be an antibacterial drug.