Synthesis and antidepressant-like action of N-(2-hydroxyethyl) cinnamamide derivatives in mice

doi:10.1007/s00044-010-9470-7

Paper

Synthesis and antidepressant-like action of N-(2-hydroxyethyl) cinnamamide derivatives in mice

Published Nov 1, 2011 · Xianqing Deng, Di Wu, Cheng‐Xi Wei

Medicinal Chemistry Research

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Abstract

This study described the chemical synthesis and pharmacological evaluation of a series of N-(2-hydroxyethyl) cinnamamide derivatives. The structures of them were characterized by IR, 1H-NMR, MS and elemental analysis. Their antidepressant activities were evaluated by the forced swimming test (FST) and tail suspension test (TST). Pharmacological results of these compounds showed that some of them, given orally, significantly reduced the immobility time in the FST and TST, indicating the antidepressant-like action. Among them, compounds N-(2-hydroxyethyl)cinnamamide (1g), (E)-3-(4-hydroxy-3-methoxyphenyl)-N-(2-hydroxyethyl)acrylamide (1i) and (E)-N-(2-hydroxyethyl)-3-(3-hydroxyphenyl)acrylamide (1n), active in the two models, were considered as the most promising compounds in this study.

Non-RCT

Animal Study

Study Snapshot

N-(2-hydroxyethyl) cinnamamide derivatives show promising antidepressant-like activity in mice, with compounds 1g, 3i, and 1n showing the most promising results.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Synthesis and antidepressant-like action of N-(2-hydroxyethyl) cinnamamide derivatives in mice

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References

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Citations

Polyphosphoric Acid-Promoted Efficient Synthesis of Cinnamides via Aldol Condensation of Amide

Polyphosphoric acid-promoted direct aldol condensation of an amide efficiently synthesizes cinnamides with moderate-to-excellent yields (65-89%) and a short reaction time.

2β-Acetoxyferruginol derivatives as α-glucosidase inhibitors: Synthesis and biological evaluation.

WXC-25, containing 4-hydroxycinnamic acid, shows the best inhibitory activity against -glucosidase, with a 75-fold stronger effect than acarbose.

Scaffold hopping for discovery of N, N-dibenzylcinnamamide (DBCA) derivatives as novel allosteric GSK-3β inhibitors: Design, synthesis and anti-inflammatory evaluation

DBCA derivatives show potential as allosteric GSK-3 inhibitors, potentially offering a safer treatment for neuroinflammatory diseases by reducing proinflammatory cytokines while maintaining IL-12 and TNF-.

Discovery of (E)-3-(4-chlorophenyl)-N-(5-hydroxypentyl)acrylamide among N-substituted cinnamamide derivatives as a novel cosmetic ingredient for hyperpigmentation.

(E)-3-(4-chlorophenyl)-N-(5-hydroxypentyl)acrylamide shows potential as a novel, safe, and effective depigmenting cosmetic ingredient for hyperpigmentation disorders.

Discovery of cinnamamide-barbiturate hybrids as a novel class of Nrf2 activator against myocardial ischemia/reperfusion injury.

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