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Rev Med Chir Soc Med Nat Iasi ; 118(4): 1150-6, 2014.
Article in English | MEDLINE | ID: mdl-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.


Subject(s)
Antioxidants/chemical synthesis , Coumaric Acids/chemical synthesis , Hydrazones/chemical synthesis , Hydrazones/pharmacology , Atherosclerosis/drug therapy , Benzaldehydes/chemical synthesis , Humans , Hydrazines/chemical synthesis , Hydrazones/therapeutic use , Hypertension/drug therapy , Inflammation/drug therapy , Neurodegenerative Diseases/drug therapy , Spectroscopy, Fourier Transform Infrared/methods , Sulfur Oxides/chemical synthesis
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