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Molecules ; 25(18)2020 Sep 14.
Artigo em Inglês | MEDLINE | ID: mdl-32937766

RESUMO

To facilitate broad applications and enhance bioactivity, resveratrol was esterified to resveratrol butyrate esters (RBE). Esterification with butyric acid was conducted by the Steglich esterification method at room temperature with N-ethyl-N'-(3-dimethylaminopropyl) carbodiimide (EDC) and 4-dimethyl aminopyridine (DMAP). Our experiments demonstrated the synthesis of RBE through EDC- and DMAP-facilitated esterification was successful and that the FTIR spectra of RBE revealed absorption (1751 cm-1) in the ester region. 13C-NMR spectrum of RBE showed a peak at 171 ppm corresponding to the ester group and peaks between 1700 and 1600 cm-1 in the FTIR spectra. RBE treatment (25 or 50 µM) decreased oleic acid-induced lipid accumulation in HepG2 cells. This effect was stronger than that of resveratrol and mediated through the downregulation of p-ACC and SREBP-2 expression. This is the first study demonstrating RBE could be synthesized by the Steglich method and that resulting RBE could inhibit lipid accumulation in HepG2 cells. These results suggest that RBE could potentially serve as functional food ingredients and supplements for health promotion.


Assuntos
Ácido Butírico/síntese química , Ésteres/síntese química , Fígado/efeitos dos fármacos , Fígado/metabolismo , Resveratrol/síntese química , Resveratrol/farmacologia , Acetil-CoA Carboxilase/metabolismo , Carbodi-Imidas/química , Técnicas de Cultura de Células , Regulação para Baixo , Esterificação , Células Hep G2 , Humanos , Lipídeos/química , Espectroscopia de Ressonância Magnética , Piridinas/química , Espectroscopia de Infravermelho com Transformada de Fourier , Proteína de Ligação a Elemento Regulador de Esterol 1/metabolismo , Termogravimetria
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