Flavonoids, which have many biological activities and have been widely used in nature, can be artifi cially synthesized. However, regioselective cyclization of chalcones is diffi cult by chemical methods. In this study, we demonstrated that Aspergillus niger is capable of cyclizing chalcones to fl avanones, affording a mimic of plant biosynthetic processes. Chalcones 1 -6 were biotransformated to the modifi ed chalcones 8 -14 and to the fl avanones 15 -27 . The biotransformation showed that enzymatic cyclization and demethylation occurred during the fi rst days of biotransformation; in contrast, hydroxylation is a later process. With a longer culturing time, it is possible to obtain more hydroxylated fl avanones with excellent yields.