The development of two fluorescent chemosensors for the selective detection of Zn2+ and Al3+ ions in a quinoline platform by tuning the substituents in the receptor part: elucidation of the structures of the metal-bound chemosensors and biological studies. Issue 15 (25th March 2020)

• Record Type: Journal Article
• Authors: Ghorai, Pravat; Pal, Kunal; Karmakar, Parimal; Saha, Amrita
• Is Part Of: Dalton transactions. Volume 49:Issue 15(2020)
• Page Start: 4758
• Page End: 4773
• Publication Date: 2020-03-25
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/c9dt04902a
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : Two aminoquinoline-based chemosensors (HL1 and HL2 ) are reported for selective detection of Zn 2+ and Al 3+ ions. Abstract : Here, two 8-aminoquinoline-based chemosensors, namely, HL1 and HL2 (HL1 = 2, 4-dibromo-6-((quinolin-8-ylimino)methyl)phenol and HL2 = 4-nitro-2-((quinolin-8-ylimino)methyl)phenol) were synthesized by simply changing the substituents in the ligand framework under ambient conditions. They were thoroughly characterized using different spectroscopic techniques, including ESI-mass spectrometry and elemental analysis. HL1 selectively sensed Zn 2+ ions, whereas HL2 detected Al 3+ ions. The metal-bound chemosensors (complexes 1 and 2 ) were also investigated using different techniques including X-ray crystallography. The binding stoichiometry of the probes with the respective ions was confirmed to be 2 : 1 by Job's plot analysis and X-ray crystallography. The limit of detection (LOD) values for both chemosensors towards the respective metal ions were in the order of ∼10 −7 M, which clearly indicates that these probes have significant potential for biological applications. The capability of our synthesized chemosensors to detect intracellular Zn 2+ and Al 3+ ions in the triple negative human breast cancer cell line MDA-MB-468 was evaluated with the aid of fluorescence imaging. Mechanistic insights into the anticancer activity of complexes 1 and 2 were also demonstrated in this study. To the best of our knowledge, this is the first time that this type of biological and sensing activity for 8-aminoquinoline-based complexes has been demonstrated in a single platform.