Highly selective Schiff base functionalized silatrane based receptor as Sn(II) ion chemosensor: Synthesis, photophysical, DFT and docking studies

Abstract

This article illustrates the successful formation of Schiff base of 3-methyl-2-thiophenecarboxyaldehyde based silanes and their corresponding silatranes and silocanes, which were thoroughly characterized by NMR (1H and 13C) and mass spectrometry. Compound 3a selectively detect Sn(II) metal ion over other relevant metal cations by UV–Visible and fluorometric spectroscopic experiments with low limit of detection (LOD) values of 3.725 × 10−8 M and 4.32 × 10−9 M and binding constant values of 0.479 × 107 M−1 and 1.1802 × 1010 M−1, respectively. Job's plot supports the 1:1 stoichiometric binding of compound 3a to Sn(II) metal ion. Pharmacokinetic properties of the synthesized drugs were also studied using MOLINSPIRATION and ADMET (absorption, distribution, metabolism, excretion, and toxicity) software, and they gave satisfactory results. Good anti-oxidant properties were shown by compound 3a with IC50 value 15 ± 2.07. However, antioxidant therapy has potent benefit in treatment of malaria [1]. As a result, the protein of malaria Plasmodium falciparum was employed in a molecular docking experiment with compound 3a to investigate the compound's potential anti-malarial activity, and it produced extremely good results with a binding energy of -6.43 Kcalmol−1. Furthermore, the compound 3a's recovery of Sn(II) in water samples was tested with a recovery percentage greater than 95 which suggests it can be employed in real time applications.