A Novel Fluorescent Probe containing dihydropyrimidinone Analogue for Highly Sensitive, Selective Detection of Al(III) Ions with its Molecular Docking, ADME/T and Anticancer Impact

Abstract

AbstractIn this investigation, a novel and promising chemosensor incorporating a dihydropyrimidinone moiety, namely; (E)‐4‐(4‐(dimethylamino)phenyl)‐5‐(3‐(4‐(dimethylamino)phenyl)acryloyl)‐6‐methyl‐3,4 dihydropyrimidin‐2(1H)‐one (DPDAD), has been successfully synthesized and characterized. The DPDAD chemosensor‘s response was evaluated in diverse solvents with varying polarities, shedding light on its solvatochromic behavior. The assessment of colorimetric and optical sensing attributes toward a range of metal ions such as Al(III), Cr(III), Mn II), Fe(III), Co(II), Ni(II), and Cu(II) was undertaken. Notably, DPDAD displayed discernible color alterations upon interaction with all the examined metal ions, with a significant bathochromic shift observed in the absorption spectra in the presence of Al(III), distinguishing it from the other metal ions. Furthermore, through detailed absorption and emission spectral analyses, DPDAD exhibited remarkable selectivity, sensitivity, and an on‐off‐on switchable behavior specifically with Al(III) ions, over the other metal ions. The binding constant was determined as 0.39×105 M−1, accompanied by a limit of detection (LOD) of 1.03×10−5 M. Notably, the DPDAD′s potential extends beyond metal ion sensing; it was computationally assessed for its capability to inhibit the γ‐secretase enzyme. Moreover, DPDAD′s antioxidant attributes were probed, and its inhibitory effect against a range of cancer cell lines was verified in‐vitro.