Synthesis and Biological Activity of N-Acylhydrazones

Belyaeva, E. R.; Myasoedova, Yu. V.; Ишмуратова, Н. М.; Ishmuratov, G. Yu.

doi:10.1134/s1068162022060085

Cited by 7 publications

(1 citation statement)

References 92 publications

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“…Hydrazones are easily synthetized, highly stable and possess unique chemical and structural properties due to their -C=N-NH-group, with a nucleophilic imine nitrogen, a imine carbon with both electrophilic and nucleophilic character and the possibility of configurational isomerism due to the carbon-nitrogen double bond [7]. Of particular interest are acylhydrazones, Schiff bases containing the -C=N-NH-CO-moiety, that possess a wide range of biological properties [8]. In addition, these compounds have been found to be an important class of organic materials used as hole-transporting materials [4] or sensors [9].…”

Section: Introductionmentioning

confidence: 99%

New Insights into Acylhydrazones E/Z Isomerization: An Experimental and Theoretical Approach

Fernández-Palacios,

Matamoros,

Morato Rojas

et al. 2023

IJMS

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A family of acylhydrazones have been prepared and characterized with the aim of investigating their potential as information storage systems. Their well-established synthetic methodologies allowed for the preparation of seven chemically stable acylhydrazones in excellent yields that have been photophysically and photochemically characterized. In addition, DFT and TD-DFT calculations have been performed to gain more insights into the structural, energetic and photophysical properties of the E/Z isomers. Our results reveal that E/Z configurational isomerization upon irradiation is highly dependent on the stabilization of the E or Z isomers due to the formation of intramolecular H bonds and the electronic/steric effects intrinsically related to their structures. In addition, Raman spectroscopy is also used to confirm the molecular structural changes after the formation of hydrogen bonds in the isomers.

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Section: Introductionmentioning

confidence: 99%

New Insights into Acylhydrazones E/Z Isomerization: An Experimental and Theoretical Approach

Fernández-Palacios,

Matamoros,

Morato Rojas

et al. 2023

IJMS

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Synthesis of Benzofuran‐Based Hybrid Molecules: Molecular Docking and Antibacterial Activity Against Pseudomonas aeruginosa

Cortés‐García,

Mercado‐Madrigal,

Alejandre‐Castañeda

et al. 2024

Journal of Heterocyclic Chem

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A rapid and efficient protocol for synthesizing two series of benzofuran‐based hybrid polyheterocycles is presented: benzofuran‐isatin and benzofuran N‐acylhydrazones, and evaluation of their antibacterial activity both in vitro and in silico against two strains of Pseudomonas aeruginosa, PAO1 and PA14 were determined. Six of the tested compounds were shown to be active against the hypervirulent strain PA14. Docking studies were conducted using RNA polymerase sigmaS protein for P. aeruginosa PAO1 and PqsE protein for P. aeruginosa PA14 to provide additional insights into these results. A pharmacophore model was computed to suggest potential structural derivatives on the target molecules, offering further insights for future research. Finally, 40 novel compounds, including intermediates, were synthesized in a three‐step reaction.

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Oxamic acid thiohydrazides and hydrazones based on them as convenient starting compounds for the synthesis of S- and N-containing heterocyclic products. A mini-review

Krayushkin,

Yarovenko

2024

Arabian Journal of Chemistry

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Synthesis and Biological Activity of N-Acylhydrazones

Cited by 7 publications

References 92 publications

New Insights into Acylhydrazones E/Z Isomerization: An Experimental and Theoretical Approach

New Insights into Acylhydrazones E/Z Isomerization: An Experimental and Theoretical Approach

Synthesis of Benzofuran‐Based Hybrid Molecules: Molecular Docking and Antibacterial Activity Against Pseudomonas aeruginosa

Oxamic acid thiohydrazides and hydrazones based on them as convenient starting compounds for the synthesis of S- and N-containing heterocyclic products. A mini-review

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