Synthesis and Biological Screening of Pyrano[2,3-b]quinoline Derivatives

Abirami, M.; Selvi, S. Thamarai; Nadaraj, V.; Thangadurai, T. Daniel

doi:10.14233/ajchem.2021.23253

Cited by 2 publications

(1 citation statement)

References 26 publications

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“…[15] Metal complexes of ligands containing quinoline moiety have attracted particular interest because of their biological activities. [16][17][18] Semicarbazones display disparate coordination modes with metal ions that are influenced by numerous factors like reaction conditions, nature of the substituent on the carbonyl compound, metal salt, and the nature of counter ions. [19] In addition, semicarbazones are reported to possess versatile structural features and their metal complexes are more biologically active than the free ligands.…”

Section: Introductionmentioning

confidence: 99%

Novel NO₂ semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation

Salah

Emara

Adly

et al. 2022

Applied Organom Chemis

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A novel semicarbazone NO 2 ligand, H 2 L, was synthesized. The ligand reacted with several metal ions such as Cu(II), Ni(II), Co(II), Fe(III), Cr(III), and Mn(II) in a molar ratio 1:1 (M:L). The H 2 L ligand and its metal complexes were characterized by electronic, infrared, mass, nuclear magnetic resonance, electron spin resonance spectra, as well as elemental analysis, thermal analysis, molar conductance, and magnetic susceptibility measurements. The Coats-Redfern equations were used to calculate the kinetic parameters (E a , A, ΔH, ΔS, and ΔG) of the thermal decomposition stages. The H 2 L ligand acts as dianionic NO 2 tridentate in all complexes and coordinates through enolate oxygen, azomethine nitrogen, and deprotonated OH group. The geometrical arrangements in all metal complexes were octahedral geometries. Based on density functional theory (DFT) level implemented in the Gaussian 09 program at B3LYP/6-311G(d,p) level, the molecular structural parameters of the ligand and its metal complexes were calculated, and the theoretical data were connected with the experimental results. The antimicrobial activity of the current compounds was examined against Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Salmonella typhimurium and Escherichia coli), yeast (Candida albicans), and fungus (Aspergillus fumigatus). The antitumor activity of the ligand and its metal complexes was investigated against HepG2 cell line, which revealed promising IC 50 values comparable with that of Cis-platin. All synthesized compounds were also subjected to molecular docking studies to investigate their binding pattern and affinity for the VEGFR-2 active site and correlated with antitumor data.

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Section: Introductionmentioning

confidence: 99%

Novel NO₂ semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation

Salah

Emara

Adly

et al. 2022

Applied Organom Chemis

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Synthetic Approaches for Pyranoquinolines: A Concise Review

Arboleda,

Moreno,

Abonia

2024

COC

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The pyranoquinoline frameworks have a wide distribution in natural products and have displayed a great amplitude of biological activities, attracting the attention of synthetic and medicinal chemists due to their usefulness in agrochemical and pharmaceutical industries. Among the twenty possible isomeric pyranoquinoline frameworks, research reports for only six of them that were found during the period of time covered in this review article (i.e. 2000 to 2023). According to the literature reports during this frame of time, the synthesis of pyranoquinoline derivatives was achieved by following three general synthetic approaches [i.e. (i) via multicomponent cyclizations (MCC), (ii) via bimolecular cyclizations (BMC) and via intramolecular cyclizations (IMC)], mediated by catalyst-free conditions or by diverse environmentally friendly catalysts, in which mechanistic proposal was discussed for several of such processes. Additionally, various obtained pyranoquinoline derivatives reported in this review were subjected to diverse biological evaluations, such as Parkinson´s and Alzheimer´s diseases, as antibacterials, antifungals, and anticancer drugs, among others, indicating the promising biological potential of this class of heterocyclic structure.

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Synthesis and Biological Screening of Pyrano[2,3-b]quinoline Derivatives

Cited by 2 publications

References 26 publications

Novel NO₂ semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation

Novel NO₂ semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation

Synthetic Approaches for Pyranoquinolines: A Concise Review

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Synthesis and Biological Screening of Pyrano[2,3-b]quinoline Derivatives

Cited by 2 publications

References 26 publications

Novel NO2 semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation

Novel NO2 semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation

Synthetic Approaches for Pyranoquinolines: A Concise Review

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Novel NO₂ semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation

Novel NO₂ semicarbazone ligand and its metal complexes as VEGFR‐2 inhibitors: Synthesis, spectral characterization, density functional theory calculations, molecular docking, and antimicrobial and antitumor evaluation