Synthesis of biscarbazole derivative, detection of the "on-off" sensor property of Cu 2+ by fluorimetry, and anti-cancer evaluation.

Autor: Çol S; Department of Chemistry, Faculty of Sciences, Sakarya University, 54187 Sakarya, Turkey., Başçeken S; Department of Chemistry, Faculty of Arts and Sciences, Hitit University, Çorum, Turkey., Baran A; Department of Chemistry, Faculty of Sciences, Sakarya University, 54187 Sakarya, Turkey. Electronic address: abaran@sakarya.edu.tr.
Jazyk: angličtina
Zdroj: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy [Spectrochim Acta A Mol Biomol Spectrosc] 2024 Nov 05; Vol. 320, pp. 124624. Date of Electronic Publication: 2024 Jun 08.
DOI: 10.1016/j.saa.2024.124624
Abstrakt: Biscarbazole derivative probe (6) (Z)-2-(3-(((9-heptyl-9H-carbazol-3-yl)methylene)amino)-9H-carbazol-9-yl)ethan-1-ol containing an imine group, which is a sensitive and selective fluorescence chemosensor, was designed and synthesized for the effective evaluation of Cu 2+ metal ion levels. The synthesized compounds were characterized using 1 H NMR, 13 C NMR, FT-IR, and MALDI-TOF MS (for compound 6) spectroscopic data. The interaction model between probe 6 and Cu 2+ was determined by combining fluorescence methods, 1 H NMR titration, Job's plot, and theoretical calculations. For probe 6, the fluorogenic recognition of Cu 2+ was investigated by fluorescence spectroscopy, and the optical changes caused by Cu 2+ ions were carried out in ACN/H 2 O (50:50) solution at pH 7.0. Fluorescence probe 6 was found to "turn-off" its fluorescence in the presence of paramagnetic Cu 2+ ions. Probe 6 was determined to have a rapid response within 40s and showed a fluorescence response to Cu 2+ with a low detection limit of 0.16 μM. Additionally, in vitro anticancer activity and cell imaging studies of probe 6 against the prostate cell line (PC-3) were performed.
Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2024 Elsevier B.V. All rights reserved.)
Databáze: MEDLINE
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