Microbial transformation of denthyrsinin (1), gigantol (2), and batatasin III (3), the major constituents of Dendrobium species (Orchidaceae), was performed using the filamentous fungus Mucor hiemalis KCTC 26779. Three glycosylated metabolites were obtained in the biotransformation of 1-3, and their structures were identified as denthyrsinin-6-O-β-d-glucoside (4), gigantol-5-O-β-d-glucoside (5), and batatasin III-3-O-β-d-glucoside (6) by analyzing 1-dimensional and 2-dimensional-nuclear magnetic resonance spectra, as well as high-resolution electrospray ionization mass spectral data. Among them, metabolite 4 has not been previously reported. Mucor hiemalis was revealed to catalyze enzymatically glucosylation of the hydroxyl group of phenanthrenes and bibenzyls. This research provides an efficient approach for the glycosylation of phenanthrenes and bibenzyls and can expand the library of available phenanthrene and bibenzyl derivatives for further biological evaluations.

denthyrsinin（微生物转化1），gigantol（2），和batatasin III（3），的主要成分石斛使用丝状真菌进行物种（兰科），冻土毛霉KCTC 26779.三糖基化中的生物转化得到的代谢物1 - 3，和被确定为denthyrsinin -6-其结构O-β - d葡糖苷（4），gigantol -5- O-β - d葡糖苷（5），和batatasin III-3- O-β - d-葡萄糖苷（6），方法是分析一维和二维核磁共振光谱以及高分辨率电喷雾电离质谱数据。其中，代谢物4尚未见报道。揭示了Mucor hiemalis可以催化酶催化菲和联苄的羟基的糖基化。该研究为菲和联苄的糖基化提供了一种有效的方法，并且可以扩展可用的菲和联苄衍生物的文库用于进一步的生物学评估。