Experimental and DFT Approaches to Physico-Chemical Properties of Bioactive Resveratrol Analogues DOI Creative Commons
Borislav Kovačević, Ivana Šagud,

Katarina Marija Drmić

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(22), P. 5481 - 5481

Published: Nov. 20, 2024

Acetylcholinesterase and butyrylcholinesterase are two related enzymes that represent pharmacologically suitable targets in neurodegenerative disorders, given their physiological roles the body. The treatment of disorders currently includes common reversible cholinesterase inhibitors. Resveratrol analogues, as molecules focus, have shown very strong inhibition potential cholinesterases. In this research, experimental DFT approaches for p

Language: Английский

Cholinesterase Inhibition and Antioxidative Capacity of New Heteroaromatic Resveratrol Analogs: Synthesis and Physico-Chemical Properties DOI Open Access
Milena Mlakić, Ilijana Odak, Danijela Barić

et al.

Published: June 24, 2024

The targeted compounds in this research, resveratrol analogs 1–14 were synthesized as mixtures of isomers by the Wittig reaction using heterocyclic triphenylphosphonium salts and various benzaldehydes. planned those possessing trans-configuration biologically active trans-resveratrol. pure obtained repeated column chromatography isolated yields depending on heteroaromatic ring. It was found that butyrylcholinesterase (BChE) more sensitive to than acetylcholinesterase (AChE), except for 6, methylated thiophene derivative with chlorine, which showed equal inhibition toward both enzymes. Compounds 5 8 achieved highest BChE IC50 values 22.9 24.8 μM, respectively. same AChE BChE, subunits better enzyme unmethylated ones. Two antioxidant spectrophotometric methods, DPPH CUPRAC, applied determine potential new analogs. Molecular docking these conducted visualize ligand-active site complexes' structure identify non-covalent interactions responsible complex's stability, influence inhibitory potential. As ADME properties are crucial developing drug product formulations, they have also been addressed work. genotoxicity is evaluated silico studies all synthesized.

Language: Английский

Citations

4
Resveratrol-Based Carbamates as Selective Butyrylcholinesterase Inhibitors: Design, Synthesis, Computational Study and Biometal Complexation Capability DOI Creative Commons

Mario Sviben,

Ilijana Odak, Danijela Barić

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(2), P. 316 - 316

Published: Jan. 15, 2025

Considering our previous experience in the design of new cholinesterase inhibitors, especially resveratrol analogs, this research, basic stilbene skeleton was used as a structural unit for carbamates designed potentially highly selective butyrylcholinesterase (BChE) inhibitors with excellent absorption, distribution, metabolism, excretion and toxicity ADMET properties. The inhibitory activity newly prepared 1–13 tested toward enzymes acetylcholinesterase (AChE) BChE. In group compounds, leading were 1 7, which achieved BChE IC50 values 0.12 ± 0.09 μM 0.38 0.01 μM, respectively. Both much more active than standard inhibitor galantamine against Molecular docking most promising candidates, compounds revealed that stabilizing interactions between site residues ligands involve π-stacking, alkyl-π interactions, and, when carbamate orientation allows, H-bond formation. MD analysis confirmed stability obtained complexes. Some bioactive resveratrol-based displayed complex-forming capabilities Fe3+ ions metal centers. Spectrophotometric investigation indicated they coordinate one or two ions, is accordance their chemical structure, offering binding sites: an amine carboxylic moiety. Based on silico, experimental computational results biological present work, 7 represent potential therapeutics neurological disorders.

Language: Английский

Citations

0
Recent Advances in Resveratrol Derivatives: Structural Modifications and Biological Activities DOI Creative Commons
Xiaohan Liu, Yong Pei, Jiahui Li

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(4), P. 958 - 958

Published: Feb. 19, 2025

Resveratrol, a naturally occurring phenolic stilbene molecule, has been intensively researched for its anti-inflammatory, anticancer, antioxidant, antibacterial, and neuroprotective properties. However, due to limited absorption probable hepatotoxicity, it is difficult employ directly as medication, limiting therapeutic applicability. Over the last five years, numerous structural changes in resveratrol have widely studied, resulting considerable improvements pharmacological activity drug availability. This work reviews biological activities structure-activity relationships (SARs) of derivatives, with goal providing useful insights discovery new derivatives.

Language: Английский

Citations

0
Experimental and DFT Approaches to Physico-Chemical Properties of Bioactive Resveratrol Analogues DOI Creative Commons
Borislav Kovačević, Ivana Šagud,

Katarina Marija Drmić

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(22), P. 5481 - 5481

Published: Nov. 20, 2024

Acetylcholinesterase and butyrylcholinesterase are two related enzymes that represent pharmacologically suitable targets in neurodegenerative disorders, given their physiological roles the body. The treatment of disorders currently includes common reversible cholinesterase inhibitors. Resveratrol analogues, as molecules focus, have shown very strong inhibition potential cholinesterases. In this research, experimental DFT approaches for p

Language: Английский

Citations

0