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Journal of Southern Medical University ; (12): 1029-1033, 2016.
Artigo em Chinês | WPRIM | ID: wpr-286852

RESUMO

<p><b>OBJECTIVE</b>To modify the structure of psoralidin using in vitro enzymatic glycosylation to improve its water solubility and stability.</p><p><b>METHODS</b>A new psoralidin glucoside (1) was obtained by enzymatic glycosylation using a UDP- glycosyltransferase. The chemical structure of compound 1 was elucidated by HR-ESI-MS and nuclear magnetic resonance (NMR) analysis. The high-performance liquid chromatography (HPLC) peaks were integrated and sample solution concentrations were calculated. MTT assay was used to detect the cytotoxicity of the compounds against 3 cancer cell lines in vitro. Results Based on the spectroscopic data, the new psoralidin glucoside was identified as psoralidin-6',7-di-O-β-D- glucopyranoside (1), whose water solubility was 32.6-fold higher than that of the substrate. Analyses of pH and temperature stability demonstrated that compound 1 was more stable than psoralidin at pH 8.8 and at high temperatures. Only psoralidin exhibited a moderate cytotoxicity against 3 human cancer cell lines. Conclusion In vitro enzymatic glycosylation is a powerful approach for structural modification and improving water solubility and stability of compounds.</p>


Assuntos
Humanos , Antineoplásicos , Metabolismo , Benzofuranos , Metabolismo , Linhagem Celular Tumoral , Cromatografia Líquida de Alta Pressão , Cumarínicos , Metabolismo , Glucosídeos , Glicosilação , Glicosiltransferases , Metabolismo , Espectroscopia de Ressonância Magnética , Solubilidade
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