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J Agric Food Chem ; 65(13): 2743-2750, 2017 Apr 05.
Artigo em Inglês | MEDLINE | ID: mdl-28271704

RESUMO

Caffeic acid was modified via transglucosylation using sucrose and dextransucrase from Leuconostoc mesenteroides B-512FMCM. Following enzymatic modification, a caffeic acid glucoside was isolated by butanol separation, silica gel chromatography, and preparative HPLC. The synthesized caffeic acid glucoside had a molecular mass-to-charge ratio of 365 m/z, and its structure was identified as caffeic acid-3-O-α-d-glucopyranoside. The production of this caffeic acid-3-O-α-d-glucopyranoside at a concentration of 153 mM was optimized using 325 mM caffeic acid, 355 mM sucrose, and 650 mU mL-1 dextransucrase in the synthesis reaction. In comparison with the caffeic acid, the caffeic acid-3-O-α-d-glucopyranoside displayed 3-fold higher water solubility, 1.66-fold higher antilipid peroxidation effect, 15% stronger inhibition of colon cancer cell growth, and 11.5-fold higher browning resistance. These results indicate that this caffeic acid-3-O-α-d-glucopyranoside may be a suitable functional component of food and pharmaceutical products.


Assuntos
Proteínas de Bactérias/química , Ácidos Cafeicos/química , Glucosídeos/química , Glucosiltransferases/química , Leuconostoc mesenteroides/enzimologia , Biocatálise , Ácidos Cafeicos/farmacologia , Linhagem Celular , Proliferação de Células/efeitos dos fármacos , Glucosídeos/farmacologia , Humanos , Peroxidação de Lipídeos/efeitos dos fármacos
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