Search engine for discovering works of Art, research articles, and books related to Art and Culture
Javascript must be enabled to continue!
Synthesis, Conformational Analysis, Antioxidant and Enzyme Inhibition Activity, Molecular Docking, and DFT Studies of New Chiral Hydrazide–Hydrazone Derivatives
View through CrossRef
ABSTRACTA new series of chiral hydrazide‐hydrazone derivatives were synthesized and evaluated their acetylcholinesterase (AChE), butyrylcholinesterase (BChE), tyrosinase and urease inhibition and antioxidant activities. The chemical structures of newly synthesized chiral aryl hydrazide‐hydrazone derivatives were clarified using UV–Vis, IR, 1H and 13C NMR, and mass spectroscopies. According to NMR data, due to the partial double bond character of the amide C‐N bond, two conformational isomers (E and Z) exist in solution. Based on this information, the conformational properties of the synthesized compounds were investigated using temperature‐dependent NMR spectroscopy and DFT. The results of DFT studies revealed that E(C=N)‐E(C(O)‐N) conformer is the most stable structure for the synthesized hydrazones. In addition, the enzyme inhibition potentials of the synthesized compounds were evaluated. Among all chiral hydrazide‐hydrazones, compound 3b (containing nitro group in the hydrazone part) had the best inhibition profile against AChE, whereas compound 3d was found to be the most active compound against BChE. In addition, compound 3d, which carries a methoxy group in both the benzamide and the hydrazone moiety, attracted attention due to its good activity against all examined enzymes. Furthermore, molecular docking calculations were performed to get insights into the interaction patterns between the synthesized compounds and the selected target protein.
Title: Synthesis, Conformational Analysis, Antioxidant and Enzyme Inhibition Activity, Molecular Docking, and DFT Studies of New Chiral Hydrazide–Hydrazone Derivatives
Description:
ABSTRACTA new series of chiral hydrazide‐hydrazone derivatives were synthesized and evaluated their acetylcholinesterase (AChE), butyrylcholinesterase (BChE), tyrosinase and urease inhibition and antioxidant activities.
The chemical structures of newly synthesized chiral aryl hydrazide‐hydrazone derivatives were clarified using UV–Vis, IR, 1H and 13C NMR, and mass spectroscopies.
According to NMR data, due to the partial double bond character of the amide C‐N bond, two conformational isomers (E and Z) exist in solution.
Based on this information, the conformational properties of the synthesized compounds were investigated using temperature‐dependent NMR spectroscopy and DFT.
The results of DFT studies revealed that E(C=N)‐E(C(O)‐N) conformer is the most stable structure for the synthesized hydrazones.
In addition, the enzyme inhibition potentials of the synthesized compounds were evaluated.
Among all chiral hydrazide‐hydrazones, compound 3b (containing nitro group in the hydrazone part) had the best inhibition profile against AChE, whereas compound 3d was found to be the most active compound against BChE.
In addition, compound 3d, which carries a methoxy group in both the benzamide and the hydrazone moiety, attracted attention due to its good activity against all examined enzymes.
Furthermore, molecular docking calculations were performed to get insights into the interaction patterns between the synthesized compounds and the selected target protein.
Related Results
SYNTHESIS OF AMINO ACIDS FROM SUBSTITUTED CYANOACETIC ESTERS
SYNTHESIS OF AMINO ACIDS FROM SUBSTITUTED CYANOACETIC ESTERS
Nine α-amino acids, namely, dl-α-aminoundecylic acid, dl-α-aminostearic acid, dl-α-amino-β-methylcaproic acid, dl-α-amino-β-ethylvaleric acid, dl-α-amino-β-methylenanthic acid, dl-...
Advances on broadband and resonant chiral metasurfaces
Advances on broadband and resonant chiral metasurfaces
Abstract
Chirality describes mirror symmetry breaking in geometric structures or certain physical quantities. The interaction between chiral structure and chiral ...
Evaluating the Science to Inform the Physical Activity Guidelines for Americans Midcourse Report
Evaluating the Science to Inform the Physical Activity Guidelines for Americans Midcourse Report
Abstract
The Physical Activity Guidelines for Americans (Guidelines) advises older adults to be as active as possible. Yet, despite the well documented benefits of physical activi...
Pharmacological screening of synthetic piperidine derivatives
Pharmacological screening of synthetic piperidine derivatives
Piperidine derivatives are essential heterocyclic compounds that have beneficial roles in the medical and commercial sector. They can be isolated from plant material and can be che...
Ensemble density-functional theory : an ensemble perspective to target excited states and to palliate infamous deficiencies of standard ab initio methods
Ensemble density-functional theory : an ensemble perspective to target excited states and to palliate infamous deficiencies of standard ab initio methods
La théorie de la fonctionnelle de la densité d'ensemble : une alternative pour décrire les états excités et pour pallier aux limitations des méthodes ab initio standard
...
DTMol: Pocket-based Molecular Docking using Diffusion Transformers
DTMol: Pocket-based Molecular Docking using Diffusion Transformers
Abstract
In computational chemistry, molecular docking—predicting the binding structure of a small molecule ligand to a protein—is vital for understanding interacti...
Design, synthesis and evaluation in enantioselective catalysis of diverse adjustable axially chiral biphenyl ligands and catalysts
Design, synthesis and evaluation in enantioselective catalysis of diverse adjustable axially chiral biphenyl ligands and catalysts
Chiral compounds widely occur in biomolecules, natural products and drugs, and acquisition of chirality in the chiral molecules highly depends on chiral inducers including chiral l...
Similarity-based profiling of hydrazone-containing scaffolds active against leishmania amastigotes
Similarity-based profiling of hydrazone-containing scaffolds active against leishmania amastigotes
This review explores the potential of hydrazone-containing scaffolds as antileishmanial agents, particularly targeting Leishmania amastigotes. Through a strategy focusing on the 3D...