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阿魏酸新腙:合成、表征及生物活性

New hydrazones of ferulic acid: synthesis, characterization and biological activity.

作者信息

Wolszleger Maria, Stan Cătălina Daniela, Apotrosoaei Maria, Vasincu Ioana, Pânzariu Andreea, Profire Lenuţa

机构信息

University of Medicine and Pharmacy Grigore T. Popa - Iaşi, Department of Pharmaceutical Biotechnology.

出版信息

Rev Med Chir Soc Med Nat Iasi. 2014 Oct-Dec;118(4):1150-6.

PMID:25581982
Abstract

UNLABELLED

The ferulic acid (4-hydroxy-3-methoxy-cinnamic acid) is a phenolic compound with important antioxidant effects and which nowadays is being extensively studied for his potential indications in inflammatory and neurodegenerative diseases, hypertension, atherosclerosis, etc.

AIM

The synthesis of new ferulic acid compounds with potential antioxidant activity.

MATERIAL AND METHODS

The synthesis of the designed compounds was performed in several steps: (i) the obtaining of ferulic acid chloride by reacting of ferulic acid with thionyl chloride; (ii) the reaction between the ferulic acid chloride and hydrazine hydrate 98% to obtain the ferulic acid hydrazide; (iii) the condensation of ferrulic acid hydrazide with various benzaldehydes (2-hydroxy/3-hydroxy/4-hydroxy/2-nitro/3-nitro/4-nitro/2-methoxi/ 4-chloro/4-fluoro/4-bromo-benzaldehyde) resulting the correspond- ing hydrazones.

RESULTS

The structure of the synthesized compounds was confirmed by FT-IR spectroscopy and the evaluation of antioxidant potential was achieved by determining the total antioxidant capacity and reducing power.

CONCLUSIONS

In this study new hydrazones of ferulic acid have been synthesized, physic-chemical and spectral characterized. The evaluation of antioxidant potential using in vitro methods showed the favorable influence of the structural modulation on the antioxidant effects of ferulic acid.

摘要

未标注

阿魏酸(4-羟基-3-甲氧基肉桂酸)是一种具有重要抗氧化作用的酚类化合物,目前正因其在炎症和神经退行性疾病、高血压、动脉粥样硬化等方面的潜在应用而受到广泛研究。

目的

合成具有潜在抗氧化活性的新型阿魏酸化合物。

材料与方法

设计化合物的合成分几步进行:(i)阿魏酸与亚硫酰氯反应制得阿魏酰氯;(ii)阿魏酰氯与98%水合肼反应得到阿魏酸酰肼;(iii)阿魏酸酰肼与各种苯甲醛(2-羟基/3-羟基/4-羟基/2-硝基/3-硝基/4-硝基/2-甲氧基/4-氯/4-氟/4-溴苯甲醛)缩合得到相应的腙。

结果

通过傅里叶变换红外光谱法确认了合成化合物的结构,并通过测定总抗氧化能力和还原能力评估了抗氧化潜力。

结论

本研究合成了新型阿魏酸腙,并对其进行了物理化学和光谱表征。采用体外方法对抗氧化潜力进行评估,结果表明结构修饰对阿魏酸的抗氧化作用有积极影响。

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