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

• Published in: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2024-01, Vol.305, p.123435, Article 123435
• Main Authors: Singh, Gurjaspreet, Gupta, Sofia, Priyanka, Puspa, Rani, Bhavana, Kaur, Harshbir, Vikas, Yadav, Richa, Sehgal, Rakesh
• Format: Article
• Language: English
• Subjects: Anti-bacterial; DFT; Fluorescence turn on; INHIBIT logic gate; Molecular docking; Organosilanes; Sn(II) and Al(III) ions; UV–Visible
• ISSN: 1386-1425
• DOI: 10.1016/j.saa.2023.123435

This paper presents the synthesizes synthesis of 1,2,3-triazole allied Schiff base functionalized organosilanes 6(a-e) utilising single step approach. Using UV–Visible and fluorescence spectroscopy, the sensing of the compound 6a towards the Sn2+ and Al3+ metal ions against other relevant metal is done. As the sensing is reversible in nature, the sensor 6a perfectly mimics the INHIBIT molecular logic gate. DFT and spectroscopic studies demonstrated the binding of Sn2+ and Al3+ ions with 6a. Additional, the compound 6a was docked against membrane protein of gram negative (E. coli) and gram positive (S. aureus) bacteria. [Display omitted] •Synthesis of 1,2,3-triazole allied Schiff base functionalized organosilanes 6(a-e).•UV–Visible and fluorometric techniques showed selective sensing of probe 6a towards Sn(II) and Al(III) ions over other relevant metal cations.•An “INHIBIT” molecular logic gate was constructed successfully based on the reversible sensing behaviour of 6a.•Spectroscopic and DFT studies verified the binding of Sn(II) and Al(II) ions to probe 6a.•Molecular docking was used to assess the anti-bacterial activity of probe 6a. 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 selectivityto Sn(II) and Al(III) metal ions compared to other relevant metal ions with lowlimit 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 Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. Additionally, the compound 6a was docked to the E. coli an