Synthesis, structure analysis, biological activity and molecular docking studies of some hydrazones derived from 4-aminobenzohydrazide

Senthilkumar, S.; Seralathan, J.; Muthukumaran, G.

doi:10.1016/j.molstruc.2020.129354

Cited by 12 publications

(4 citation statements)

References 42 publications

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“…Hence, our results implied that electron donating groups play important roles in increasing the antibacterial activities. Many studies have shown that the electron donating groups in the phenyl ring, increase the antibacterial activity, while the electron withdrawing (Cl, NO 2 , F and Br) groups decrease it, also the presence of high electron density might be the reason for the high antibacterial activity [24–26] …”

Section: Resultsmentioning

confidence: 99%

A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na₂CaP₂O₇ and Screening of Their Antibacterial Activity

et al. 2021

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A new efficient strategy using diphosphate Na2CaP2O7 (DPH) for the synthesis of phenylhydrazone derivatives in solvent‐free media is described. The synthesis of eight variously substituted phenylhydrazone derivatives (3 a to 3 h) can be carried out with a small amount of the catalyst, which can be easily recovered and reused several times without significant loss in catalytic activity. This protocol developed in our study is considered simple, clean, and characterized by short reaction time and high conversion. The antibacterial activity was evaluated for the synthesized compounds against Gram‐positive and Gram‐negative strains. A structure‐activity relationship (SAR) study and the connection between antibacterial activity of the compounds was discussed and showed that electron donating groups increase the antibacterial activity.

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Section: Resultsmentioning

confidence: 99%

A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na₂CaP₂O₇ and Screening of Their Antibacterial Activity

et al. 2021

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“…Mulliken charge analysis helps in the understanding of the charge contribution corresponding to each and every atom of the systems (Senthilkumar et al 2021). The charge plot of EAA shows the positive charge impact of H atoms and negative charge contribution of O atoms (Fig.…”

Section: Charge Analysismentioning

confidence: 99%

Theoretical Study on Optoelectronic and Various Quantum Chemical Properties of Essential Amino Acids: A Comparative Study

Lakhera

Rana

Devlal

2022

Preprint

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In the present work, a theoretical study has been performed targeting essential amino acids (EAA) Histidine, Isoleucine, Leucine, Lysine, Methionine, Phenylalanine, Threonine, Tryptophan, Valine, and predicted their different physical and chemical properties by using computational techniques. Amino acids (AA), a fundamental structural unit of protein are amino and carboxyl-rich compounds having electrophilic and nucleophilic regions in it. The reactivity of AA were determined by computing molecular electrostatic potential (MEP) surfaces, counter plots, dipole moment, band gap, global reactivity parameters, and polarizability parameters. Spectral analysis (UV-Vis, Raman) helps in studying their electronic and vibrational properties. The polarizability and first order hyperpolarizability parameters were also computed to detect the nonlinear optical (NLO) behavior of AA. The comparison done with reference NLO materials Urea, Phenyl urea, and 3-nitroaniline showed that Phenylalanine have higher hyperpolarizability and can better to be used as a potent NLO material.

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“…One-way ANOVA analysis with Tukey post test was performed [57,65]. Hydrazones 3a-3d were obtained through acidcatalyzed condensation of 2 with the corresponding aromatic aldehydes [66][67][68][69][70]. The final compounds 4a-4i were prepared by treatment of 3a-3d with different aromatic isocyanates or phenyl isothiocyanate [57].…”

Section: Chemistrymentioning

confidence: 99%

Design and synthesis of novel ureido and thioureido conjugated hydrazone derivatives with potent anticancer activity

et al. 2022

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Background Compounds possessing urea/thiourea moiety have a wide range of biological properties including anticancer activity. On the other hand, taking advantage of the low toxicity and structural diversity of hydrazone derivatives, they are presently being considered for designing chemical compounds with hydrazone moiety in the field of cancer treatment. With this in mind, a series of novel ureido/thioureido derivatives possessing a hydrazone moiety bearing nitro and chloro substituents (4a–4i) have been designed, synthesized, characterized and evaluated for their in vitro cytotoxic effect on HT-29 human colon carcinoma and HepG2 hepatocarcinoma cell lines. Results Two compounds (4c and 4e) having the chloro phenylurea group hybridized with phenyl hydrazone bearing nitro or chloro moieties demonstrated potent anticancer effect with the IC50 values between 2.2 and 4.8 µM at 72 h. The mechanism of action of compound 4c was revealed in hepatocellular carcinoma cells as an inducer of apoptosis in a caspase-independent pathway. Conclusion Taken together, the current work presented compound 4c as a potential lead compound in developing future hepatocellular carcinoma chemotherapy drugs. Methods The compounds were synthesized and then characterized by physical and spectral data (FT-IR, 1H-NMR, 13C-NMR, Mass). The anticancer activity was assessed using MTT assay, flowcytometry, annexin-V, DAPI staining and Western blot analysis. Graphical Abstract

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Synthesis, structure analysis, biological activity and molecular docking studies of some hydrazones derived from 4-aminobenzohydrazide

Cited by 12 publications

References 42 publications

A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na₂CaP₂O₇ and Screening of Their Antibacterial Activity

A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na₂CaP₂O₇ and Screening of Their Antibacterial Activity

Theoretical Study on Optoelectronic and Various Quantum Chemical Properties of Essential Amino Acids: A Comparative Study

Design and synthesis of novel ureido and thioureido conjugated hydrazone derivatives with potent anticancer activity

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Synthesis, structure analysis, biological activity and molecular docking studies of some hydrazones derived from 4-aminobenzohydrazide

Cited by 12 publications

References 42 publications

A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na2CaP2O7 and Screening of Their Antibacterial Activity

A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na2CaP2O7 and Screening of Their Antibacterial Activity

Theoretical Study on Optoelectronic and Various Quantum Chemical Properties of Essential Amino Acids: A Comparative Study

Design and synthesis of novel ureido and thioureido conjugated hydrazone derivatives with potent anticancer activity

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Product

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A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na₂CaP₂O₇ and Screening of Their Antibacterial Activity

A Green and Efficient Protocol for the Synthesis of Phenylhydrazone Derivatives Catalyzed by Nanostructured Diphosphate Na₂CaP₂O₇ and Screening of Their Antibacterial Activity