Synthesis, Crystal Structures, Fluorescence and Quantum Chemical Investigations of some Multi-Substituted Quinoline Derivatives

Hải, Lê Thị Hồng; Nguyen, Thi Ngoc Vinh; Ngo, Thanh Quang; Le, Van Co; Bui, Thi Yen Hang; Tran, Thi Da; Nguyen, Huu Dinh; Meervelt, Luc Van

doi:10.1007/s10895-020-02648-2

Cited by 5 publications

(2 citation statements)

References 28 publications

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“…From the key compound (Q), we synthesized MeQBr through 6 steps [10]. These compounds show a potential application in detecting pH and metal ions such as Zn 2+ [11]. Herein, we describe the synthesis of one product, 1-methyl-5-bromo-6hydroxy-7-ethylendiamin-3-sulfoquinoline (QEt) from MeQBr.…”

Section: Introductionmentioning

confidence: 99%

“…7-((2-aminoethyl) amino)-5-bromo-6-hydroxy-1-methyl quinolin-1-ium-3-sulfonate (QEt) was synthesized through 7 steps from eugenol extracted from certain essential oils of plants such as tulsi (Ocimum sanctum L.) or clove (Syzygium aromaticum). (Scheme 1) [11]. In the last step, a mixture of 5-bromo-7-(carboxymethoxy)-6-hydroxy-1-methylquinolin-1-ium-3-sulfonate (MeQBr) (0.392 g, 1 mmol) and ethylenediamine (3.0 mL, 0.045 mol) were dissolved in 10 mL of water, re uxed for 3 hours at 80÷90 o C then cooled by cold water.…”

Section: Introductionmentioning

confidence: 99%

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A Fluorescent Chemosensor for Detection pH and Cu2+ Ion Base on 7-((2-Aminoethyl)amino)-5-Bromo-6-Hydroxy-1-Methylquinolin-1-ium-3-Sulfonate: Experimental and DFT Calculation

Mai,

Ngo,

Nguyen

et al. 2023

J Fluoresc

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A quinoline derivative 7-((2-aminoethyl)amino)-5-bromo-6-hydroxy-1-methylquinolin-1-ium-3-sulfonate (QEt) containing quinoline ring, -sulfonate, -OH phenol, and amine groups was synthesized and studied luminescence properties. The aqueous solutions QEt 10µM change luminescence color from green (λem=490nm) to yellow (λem=563nm) as increasing pH and the intensity at a peak of 563 nm is linearly proportional with pH value in the range of pH = 3,0 -4,0. The QEt solutions can be used as chemosensor for Cu2+ with LOD value at 0.66 . Along with the experiment, the structure, the absorption and emission spectra of QEt have been investigated by TD-DFT calculation. The result shows that the absorption band centered at 420 nm is due to the electron transition from HOMO to LUMO (π → π*). The results also help to assign emission band centered at 490nm is due to the S1 → S0 transition (LUMO → HOMO singlet transition), at 563 nm is due to the T2 → S0 transition (LUMO → HOMO-1 triplet transition). The dependence of relative intensity of each emission peak on pH, which is experimentally recorded, is explained based on the results of theoretical TD-DFT calculation.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A Fluorescent Chemosensor for Detection pH and Cu2+ Ion Base on 7-((2-Aminoethyl)amino)-5-Bromo-6-Hydroxy-1-Methylquinolin-1-ium-3-Sulfonate: Experimental and DFT Calculation

Mai,

Ngo,

Nguyen

et al. 2023

J Fluoresc

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Chemistry of Quinoline Based Heterocycle Scaffolds: A Comprehensive Review

et al. 2022

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Quinoline is a significant scaffold among heterocyclic compounds and can be used as a key building block for the development of novel medications. Quinoline and its derivatives are recognised as biologically active substances with a number of pharmacological properties. Nowadays, quinolinebased heterocycle scaffolds have achieved a prominent position in medicinal chemistry due to their significant pharmaco-logical and biological properties. The discovery and creation of cutting-edge medications to treat a variety of diseases is an example of the usefulness of these compounds. The current study outlines the range of methods available to create different quinolone-based heterocycle scaffolds and their advantageous therapeutic applications using the literature that has been published up to 2022.

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Synthesis, cytotoxicity and DNA binding of novel Ni(II), Co(II) and Zn(II) complexes bearing pyrimidinyl hydrazone ligand

Yuan

Song

Yang

et al. 2023

Journal of Molecular Structure

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Synthesis, Crystal Structures, Fluorescence and Quantum Chemical Investigations of some Multi-Substituted Quinoline Derivatives

Cited by 5 publications

References 28 publications

A Fluorescent Chemosensor for Detection pH and Cu2+ Ion Base on 7-((2-Aminoethyl)amino)-5-Bromo-6-Hydroxy-1-Methylquinolin-1-ium-3-Sulfonate: Experimental and DFT Calculation

A Fluorescent Chemosensor for Detection pH and Cu2+ Ion Base on 7-((2-Aminoethyl)amino)-5-Bromo-6-Hydroxy-1-Methylquinolin-1-ium-3-Sulfonate: Experimental and DFT Calculation

Chemistry of Quinoline Based Heterocycle Scaffolds: A Comprehensive Review

Synthesis, cytotoxicity and DNA binding of novel Ni(II), Co(II) and Zn(II) complexes bearing pyrimidinyl hydrazone ligand

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