Effect of α-Glucosylation on the Stability, Antioxidant Properties, Toxicity, and Neuroprotective Activity of (-)-Epigallocatechin Gallate.

Autor: Gonzalez-Alfonso JL; Instituto de Catálisis y Petroleoquímica, CSIC, Madrid, Spain., Peñalver P; Instituto de Parasitología y Biomedicina López-Neyra, CSIC, Granada, Spain., Ballesteros AO; Instituto de Catálisis y Petroleoquímica, CSIC, Madrid, Spain., Morales JC; Instituto de Parasitología y Biomedicina López-Neyra, CSIC, Granada, Spain., Plou FJ; Instituto de Catálisis y Petroleoquímica, CSIC, Madrid, Spain.
Jazyk: angličtina
Zdroj: Frontiers in nutrition [Front Nutr] 2019 Mar 22; Vol. 6, pp. 30. Date of Electronic Publication: 2019 Mar 22 (Print Publication: 2019).
DOI: 10.3389/fnut.2019.00030
Abstrakt: (-)-Epigallocatechin gallate (EGCG), the predominant catechin (≥50%) in green tea ( Camellia sinensis ), displays several bioactive properties but its stability and bioavailability are low. In this work, the properties of two α-glucosyl derivatives of EGCG (3'- and 7-O-α-D-glucopyranoside), obtained by enzymatic synthesis, were assessed. The α-glucosylation enhanced the pH and thermal stability of EGCG. The analysis of scavenging activity toward ABTS · + radicals showed that the α-glucosylation at C-7 of A-ring caused a higher loss of antioxidant activity compared with the sugar conjugation at C-3' of B-ring. The 3'-glucoside also showed higher potential to alleviate intracellular reactive oxygen species (ROS) levels and to boost REDOX activity. The toxicity of EGCG and its monoglucosides was tested in human SH-S5Y5 neurons, RAW 264.7 macrophages, MRC5 fibroblasts, and HT-29 colon cancer cells. Interestingly, the 3'-O-α-D-glucoside increased the viability of neural cells in vitro (2.75-fold at 100 μM) in the presence of H 2 O 2 , whilst EGCG gave rise only to a 1.7-fold enhancement. In conclusion, the α-glucoside of EGCG at C-3' has a great potential for nutraceutical, cosmetic and biomedical applications.
Databáze: MEDLINE