Synthetic phenylethanoid glycoside derivatives as potent neuroprotective agents

Liu, Yingguo; Li, Xiaxi; Xiong, De‐Cai; Yu, Binhan; Pu, Xiaoping; Ye, Xin‐Shan

doi:10.1016/j.ejmech.2015.03.038

Cited by 19 publications

(22 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The structure-activity relationship indicated that the catechol moiety might not monopolize the bioactivity but probably could play an important role in neuroprotection and the glucose moiety seemed not important for the neuroprotection. 100 The findings were consistent with the recent structure-activity of caffeic acid phenethyl ester analogs. 101,102 enhancing the activity of superoxide dismutase, decreasing the intracellular ROS and malondialdehyde content as well as activating nuclear factor κB (NF-κB) pathway.…”

Section: Neuroprotective Effectsupporting

confidence: 89%

Therapeutic potential of phenylethanoid glycosides: A systematic review

Georgiev

Cao

et al. 2020

Medicinal Research Reviews

View full text Add to dashboard Cite

Phenylethanoid glycosides (PhGs) are generally watersoluble phenolic compounds that occur in many medicinal plants. Until June 2020, more than 572 PhGs have been isolated and identified. PhGs possess antibacterial, anticancer, antidiabetic, anti-inflammatory, antiobesity, antioxidant, antiviral, and neuroprotective properties. Despite these promising benefits, PhGs have failed to fulfill their therapeutic applications due to their poor bioavailability. The attempts to understand their metabolic pathways to improve their bioavailability are investigated. In this review article, we will first summarize the number of PhGs compounds which is not accurate in the literature. The latest

show abstract

Section: Neuroprotective Effectsupporting

confidence: 89%

Therapeutic potential of phenylethanoid glycosides: A systematic review

Georgiev

Cao

et al. 2020

Medicinal Research Reviews

View full text Add to dashboard Cite

show abstract

“…1. Key points in the structure of rosmarinic acid 1Initially, we directed our attention to the carboxy group and prepared two analogs of rosmarinic acid, rosmarinic amide (2) [18,19] and caffeic acid 3,4-dihydroxyphenethyl ester (12c) [20,21,22] (Scheme 1). Rosmarinic amide (2) was synthesized using Won's protocol [18,19].…”

Section: Chemistrymentioning

confidence: 99%

Structure–activity relations of rosmarinic acid derivatives for the amyloid β aggregation inhibition and antioxidant properties

Taguchi

Hatayama

Takahashi

et al. 2017

European Journal of Medicinal Chemistry

View full text Add to dashboard Cite

Amyloid-β aggregation inhibitors are expected to be therapeutic or prophylactic agents for Alzheimer's disease. Rosmarinic acid, which is one of the main aggregation inhibitors derived from Lamiaceae, was employed as a lead compound and its 25 derivatives were synthesized. In this study, the structure-activity relations of rosmarinic acid derivatives for the amyloid-β aggregation inhibitory effect (MSHTS assay), antioxidant properties, and xanthine oxidase inhibition were evaluated. Among the tested compounds, compounds 16d and 19 were found to the most potent amyloid aggregation inhibitors. The SAR revealed that the necessity of the presence of the phenolic hydroxyl on one side of the molecule as well as the lipophilicity of the entire molecule. The importance of these structural properties was also supported by docking simulations.

show abstract

“…Phenylethanoid glycosides have been reported to show antimicrobial (Liu et al 2013), anti-inflammatory (Liu et al 2013), antioxidant (Zhou et al 2014), and anti-HBV activity (Zhou et al 2014), inhibition of cholinesterase activity (Georgiev et al 2011), and neuroprotective (Liu et al 2015) effects. The structure-activity relationship of these effects indicated that 1,2,4-trisubstituted benzene structure, especially such ortho-dihydroxyphenyl group, was the most efficacious group compared to the phenyl groups.…”

Section: Discussionmentioning

confidence: 99%

Phenylethanoid glycoside from Forsythia koreana (Oleaceae) flowers shows a neuroprotective effect

et al. 2018

View full text Add to dashboard Cite

A repeated column chromatography for Forsythia koreana Nakai. flowers afforded a phenylethane glycoside, which was identified as 8 0-(3,4-dihydroxyphenyl)ethyl-O-a-L-rhamnopyranosyl-(1 ? 4)-2-O-(E)-caffeoyl-a-L-arabinopyranoside based on spectroscopic analyses of 1D NMR (1 H-NMR, 13 C-NMR, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), FAB/ MS, specific rotation, and IR spectrometry. This compound was isolated from F. koreana flower for the first time in this study. The compound showed scavenge activities in ORAC and DPPH radicals with the values of 0.83 ± 0.01 and 84.66 ± 0.75% (at the concentration of 500 ppm), respectively. It also inhibited production of NO for RAW 264.7 stimulated by LPS and protected oxidative stress induced by glutamate in HT22-immortalized hippocampal. The IC 50 on inhibition of NO production and EC 50 value on protective efficacy of oxidative stress were 78.72 ± 1.43 lM and 176.25 ± 7.23 lM, respectively. These results demonstrate that the phenylethanoid glycoside might be useful as a neuroprotective agent because of their antioxidant, anti-inflammatory, and neuroprotective effects.

show abstract

Synthetic phenylethanoid glycoside derivatives as potent neuroprotective agents

Cited by 19 publications

References 40 publications

Therapeutic potential of phenylethanoid glycosides: A systematic review

Therapeutic potential of phenylethanoid glycosides: A systematic review

Structure–activity relations of rosmarinic acid derivatives for the amyloid β aggregation inhibition and antioxidant properties

Phenylethanoid glycoside from Forsythia koreana (Oleaceae) flowers shows a neuroprotective effect

Contact Info

Product

Resources

About