Specific interactions between amyloid-β peptide and curcumin derivatives: Ab initio molecular simulations

Ishimura, Hiromi; Kadoya, Ryushi; Suzuki, Tomoya; Murakawa, Takeru; Shulga, Sergiy; Kurita, Noriyuki

doi:10.1016/j.cplett.2015.05.023

Cited by 10 publications

(5 citation statements)

References 42 publications

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“…Each OPE binding mode and pocket residues were then extracted for MD-based simulation to examine the binding events over time. MD simulations can lend insight into binding mechanisms of molecular-level events, including viral inhibition and the behavior of biosensory molecules. − MD simulates all atoms in a system over time in explicit solvent with counterions and allows interaction energies between ligands and proteins to be calculated. In addition, trajectories obtained via MD provide energy information on binding, which was analyzed and compared for all five OPEs.…”

Section: Introductionmentioning

confidence: 99%

Oligomeric Conjugated Polyelectrolytes Display Site-Preferential Binding to an MS2 Viral Capsid

et al. 2016

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Opportunistic bacteria and viruses are a worldwide health threat prompting the need to develop new targeting modalities. A class of novel synthetic poly(phenylene ethynylene) (PPE)-based oligomeric conjugated polyelectrolytes (OPEs) have demonstrated potent wide-spectrum biocidal activity. A subset of cationic OPEs display high antiviral activity against the MS2 bacteriophage. The oligomers have been found to inactivate the bacteriophage and perturb the morphology of the MS2 viral capsid. However, details of the initial binding and interactions between the OPEs and the viruses are not well understood. In this study, we use a multiscale computational approach, including random sampling, molecular dynamics, and electronic structure calculations, to gain an understanding of the molecular-level interactions of a series of OPEs that vary in length, charge, and functional groups with the MS2 capsid. Our results show that OPEs strongly bind to the MS2 capsid protein assembly with binding energies of up to -30 kcal/mol. Free-energy analysis shows that the binding is dominated by strong van der Waals interactions between the hydrophobic OPE backbone and the capsid surface and strong electrostatic free energy contributions between the OPE charged moieties and charged residues on the capsid surface. This knowledge provides molecular-level insight into how to tailor the OPEs to optimize viral capsid disruption and increase OPE efficacy to target amphiphilic protein coats of icosahedral-based viruses.

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Section: Introductionmentioning

confidence: 99%

Oligomeric Conjugated Polyelectrolytes Display Site-Preferential Binding to an MS2 Viral Capsid

et al. 2016

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“…However, in another study conducted by molecular simulation on some curcumin derivatives, it was revealed that these compounds can bind to amyloid precursor protein (APP) at the cutoff site of ү-secretase, inhibiting the action of this enzyme and stopping the production of the insoluble peptide Aβ. 54,61,74 On the other hand, Orlando et al 58 studied the anti-Aβ activity in curcumin and 20 curcumin analogues. The authors propose three mechanisms by which curcumin can express anti-Aβ activity.…”

Section: Anti Aβ Activitymentioning

confidence: 99%

“…The second mechanism is the removal of Fe and Cu ions through binding the C‐O polar groups from the centre of the curcumin molecule to the metal ions in a chelation process. However, in another study conducted by molecular simulation on some curcumin derivatives, it was revealed that these compounds can bind to amyloid precursor protein (APP) at the cutoff site of ү‐secretase, inhibiting the action of this enzyme and stopping the production of the insoluble peptide Aβ 54,61,74 . On the other hand, Orlando et al 58 .…”

Section: Bioactive Compounds With Potential Biological Activity In Admentioning

confidence: 99%

Curcumin and omega‐3 polyunsaturated fatty acids as bioactive food components with synergistic effects on Alzheimer's disease

Velasco‐Rodríguez,

García,

Rascón‐Díaz

2024

Psychogeriatrics

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Curcumin and omega‐3 polyunsaturated fatty acids (ω‐3 PUFA) are multifunctional compounds which play an important role in Alzheimer's disease (AD) and little has been addressed about the role of these two compounds together in the progression of the disease. There is evidence of the beneficial effect of combined administration of ω‐3 PUFA and other dietary supplements such as vitamins and polyphenols in the prevention of AD, although much remains to be understood about their possible complementary or synergistic activity. Therefore, the objective of this work is to review the research focused on studying the effect and mechanisms of action of curcumin, ω‐3 PUFA, and the combination of these nutraceutical compounds, particularly on AD, and to integrate the possible ways in which these compounds can potentiate their effect. The most important pathophysiologies that manifest in AD will be addressed, in order to have a better understanding of the mechanisms of action through which these bioactive compounds exert a neuroprotective effect.

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“…The FMO method provides valuable information about the electronic properties of fragments and their molecular interactions. Recently, this method has been extensively used to study A β –ligand binding and stabilizing factors in small A β oligomers 30‐37 …”

Section: Introductionmentioning

confidence: 99%

Identification of key stabilizing interactions of amyloid‐β oligomers based on fragment molecular orbital calculations on macrocyclic β‐hairpin peptides

Firouzi

Noohi

2021

Proteins

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Analyzing the electronic states and inter‐/intra‐molecular interactions of amyloid oligomers expand our understanding of the molecular basis of Alzheimer's disease and other amyloid diseases. In the current study, several high‐resolution crystal structures of oligomeric assemblies of Aβ‐derived peptides have been studied by the ab initio fragment molecular orbital (FMO) method. The FMO method provides comprehensive details of the molecular interactions between the residues of the amyloid oligomers at the quantum mechanical level. Based on the calculations, two sequential aromatic residues (F19 and F20) and negatively charged E22 on the central region of Aβ have been identified as key residues in oligomer stabilization and potential interesting pharmacophores for preventing oligomer formation.

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Specific interactions between amyloid-β peptide and curcumin derivatives: Ab initio molecular simulations

Cited by 10 publications

References 42 publications

Oligomeric Conjugated Polyelectrolytes Display Site-Preferential Binding to an MS2 Viral Capsid

Oligomeric Conjugated Polyelectrolytes Display Site-Preferential Binding to an MS2 Viral Capsid

Curcumin and omega‐3 polyunsaturated fatty acids as bioactive food components with synergistic effects on Alzheimer's disease

Identification of key stabilizing interactions of amyloid‐β oligomers based on fragment molecular orbital calculations on macrocyclic β‐hairpin peptides

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