RESUMEN
Suillus grevillei is a popular species of mushroom available worldwide. In this study, we isolated compounds, bolegrevilol B and bolegrevilol C, from the mushroom and observed their potent lipid peroxidation-inhibiting activity. The structures of bolegrevilol B and bolegrevilol C were elucidated as 3-geranylgeranyl-1,2,4-trihydroxybenzene and 3-geranylgeranyl-1,2-dihydroxy-4-methoxybenzene, respectively, through high-resolution electrospray ionization mass spectrometry (-) and 1D and 2D nuclear magnetic resonance analyses. Bolegrevilol B and C inhibited lipid peroxidation and exhibited IC50 values of 2.0 ± 0.29 µm and 1.0 ± 0.13 µm, respectively. Furthermore, bolegrevilol B and C demonstrated potent neuroprotective activities in neuronal hybridoma N18-RE-105 cells against L-glutamate toxicity (EC50 of 1.8 ± 1.7 n m and 7.2 ± 6.9 n m, respectively). Bolegrevilol B was found in nature for the first time, and, to the best of our knowledge, this is the first study to report the antioxidant activities of bolegrevilol B and C.
Asunto(s)
Agaricales , Basidiomycota , Antioxidantes/farmacología , Agaricales/químicaRESUMEN
Gallotannins are phenolic natural products containing galloyl moieties connected to polyhydric alcohol cores, e.g., D-glucose. Some gallotannins are reported to have antidiabetic properties, such as α-glucosidase inhibitory activity. In this study, fourteen unnatural gallotannin derivatives with 1,5-anhydroalditol and inositol as the cyclic polyol cores were synthesized to investigate how their structures affected antioxidative and α-glucosidase inhibitory activities. Tannic acid demonstrated the most potent antioxidative activity (EC50 = 2.84 µM), with potency increasing proportionally to the number of galloyl moieties. Synthetic inositol derivatives outperformed 1,5-anhydroalditol derivatives in rat α-glucosidase inhibitory activity. Pentagalloyl glucose, a natural compound, demonstrated the highest activity (IC50 = 0.336 µM).