Development of naringenin-<i>O</i>-alkylamine derivatives as multifunctional agents for the treatment of Alzheimer’s disease

Yang, Jing; Zhou, Yi; Ban, Yujuan; Mi, Jing; He, Ying; Li, Xinjuan; Liu, Zhengwei; Wang, Keren; Zhu, Guoqi; Liu, Wenmin; Tan, Zhenghuai; Sang, Zhipei

doi:10.1080/14756366.2022.2041627

Cited by 8 publications

(4 citation statements)

References 35 publications

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“…The blood–brain barrier (BBB) permeability and ADMET were important parameters for evaluating anti‐AD drugs (Yang, Zhou, et al., 2022). In this work, the computer‐assisted evaluation methods were used.…”

Section: Resultsmentioning

confidence: 99%

Diosmetin derivatives as multifunctional anti‐AD ligands: Design, synthesis, and biological evaluation

Yang,

Yi,

Zhang

et al. 2024

Chem Biol Drug Des

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With the increasing aging population, rational design of drugs for Alzheimer's disease (AD) treatment has become an important research area. Based on the multifunctional design strategy, four diosmetin derivatives (1–4) were designed, synthesized, and characterized by 1H NMR, 13C NMR, and MS. Docking study was firstly applied to substantiate the design strategies and then the biological activities including cholinesterase inhibition, metal chelation, antioxidation and β‐amyloid (Aβ) aggregation inhibition in vitro were evaluated. The results showed that 1–4 had good acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibition, metal chelation (selective chelation of Cu2+ ions), antioxidation, self‐induced, Cu2+‐induced, and AChE‐induced Aβ aggregation inhibition activities, and suitable blood–brain barrier (BBB) permeability. Especially, compound 3 had the strongest inhibitory effect on AChE (10−8 M magnitude) and BuChE (10−7 M magnitude) and showed the best inhibition on AChE‐induced Aβ aggregation with 66.14% inhibition ratio. Furthermore, compound 3 could also reduce intracellular reactive oxygen species (ROS) levels in Caenorhabditis elegans and had lower cytotoxicity. In summary, 3 might be considered as a potential multifunctional anti‐AD ligand.

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Section: Resultsmentioning

confidence: 99%

Diosmetin derivatives as multifunctional anti‐AD ligands: Design, synthesis, and biological evaluation

Yang,

Yi,

Zhang

et al. 2024

Chem Biol Drug Des

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“…Moreover, 5f and 7k could cross the BBB, significantly inhibited self-induced Aβ 1 - 42 aggregation and huAChE-Aβ 1–40 aggregation as well as selective metal chelators, and remarkably inhibited Cu 2+ -induced Aβ 1–42 aggregation. In addition, the in vivo study reported that compound 5f significantly improved spatial learning and memory in scopolamine-induced AD mice [ 246 ]. Naringenin analog 5-hydroxy-2-(4-hydroxyphenyl)-4-oxochroman-7-yl piperidine-1-carboxylate, showed anti-AD effects by suppressing BuChE and AChE activity and scavenging OH and displayed better inhibitory potency on self-induced Aβ 1 - 42 aggregation.…”

Section: Neuroprotective Mechanisms Of Dietary Small Molecules Analog...mentioning

confidence: 99%

Development of dietary small molecules as multi-targeting treatment strategies for Alzheimer's disease

Balakrishnan,

Jannat,

Choi

2024

Redox Biology

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“…The cholinergic hypothesis states that the degeneration of cholinergic neurons and the associated loss of cholinergic neurotransmission (e.g., acetylcholine) in the cerebral cortex are responsible for the deterioration of cognitive function observed in the brains of patients with AD [ 96 ]. The brains of patients with AD exhibit reduced activity of acetylcholinesterase (AChE) and acetylcholinesterase (ChAT), as well as a significant deficiency in acetylcholine.…”

Section: Mechanisms Of the Neuroprotective Effects Of Walnut Peptidesmentioning

confidence: 99%

Isolation, Identification, Activity Evaluation, and Mechanism of Action of Neuroprotective Peptides from Walnuts: A Review

Zhang,

Bai,

Hong

et al. 2023

Nutrients

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As human life expectancy increases, the incidence of neurodegenerative diseases in older adults has increased in parallel. Walnuts contain bioactive peptides with demonstrated neuroprotective effects, making them a valuable addition to the diet. We here present a comprehensive review of the various methods used to prepare, isolate, purify, and identify the neuroprotective peptides found in walnuts. We further summarise the different approaches currently used to evaluate the activity of these peptides in experimental settings, highlighting their potential to reduce oxidative stress, neuroinflammation, and promote autophagy, as well as to regulate the gut microflora and balance the cholinergic system. Finally, we offer suggestions for future research concerning bioavailability and improving or masking the bitter taste and sensory properties of final products containing the identified walnut neuroprotective peptides to ensure successful adoption of these peptides as functional food ingredients for neurohealth promotion.

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Development of naringenin-O-alkylamine derivatives as multifunctional agents for the treatment of Alzheimer’s disease

Cited by 8 publications

References 35 publications

Diosmetin derivatives as multifunctional anti‐AD ligands: Design, synthesis, and biological evaluation

Diosmetin derivatives as multifunctional anti‐AD ligands: Design, synthesis, and biological evaluation

Development of dietary small molecules as multi-targeting treatment strategies for Alzheimer's disease

Isolation, Identification, Activity Evaluation, and Mechanism of Action of Neuroprotective Peptides from Walnuts: A Review

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