College of Pharmacy, Chonnam National University, Gwangju 61186, Korea.
Molecules. 2020 Jan 25;25(3):528. doi: 10.3390/molecules25030528.
Quercetin, one of the most widely distributed flavonoids, has been found to show various biological activities including antioxidant, anticancer, and anti-inflammatory effects. It has been reported that bioactivity enhancement of flavonoids has often been closely associated with nuclear prenylation, as shown in 8-prenylquercetin and 5'-prenylquercetin. It has also been revealed in many studies that the biological activities of flavonoids could be improved after glucosylation. Three prenylated quercetins were prepared in this study, and microbial transformation was carried out in order to identify derivatives of prenylquercetins with increased water solubility and improved bioavailability. The fungus M. hiemalis was proved to be capable of converting prenylquercetins into more polar metabolites and was selected for preparative fermentation. Six novel glucosylated metabolites were obtained and their chemical structures were elucidated by NMR and mass spectrometric analyses. All the microbial metabolites showed improvement in water solubility.
槲皮素是分布最广泛的类黄酮之一，已被发现具有多种生物活性，包括抗氧化、抗癌和抗炎作用。据报道，类黄酮的生物活性增强通常与核prenylation 密切相关，如 8-prenylquercetin 和 5'-prenylquercetin 所示。许多研究还表明，类黄酮的生物活性在葡萄糖基化后可以得到改善。本研究制备了三种prenylated quercetins，并进行微生物转化，以鉴定具有增加的水溶性和改善的生物利用度的 prenylquercetin 衍生物。真菌 M. hiemalis 被证明能够将 prenylquercetins 转化为更极性的代谢物，并被选择用于制备发酵。获得了六个新的葡萄糖基化代谢物，并通过 NMR 和质谱分析阐明了它们的化学结构。所有微生物代谢物的水溶性都得到了改善。
