Taking into account that steroid derivatives, such as triterpenoids, can modulate a variety of effects on P-gp [5], we herein report the synthesis of new dihydrobetulin derivatives, including A-seco-derivatives and “triterpenoid-steroid” hybrids, as well as presenting an evaluation of their cytotoxicity against several cancer cell lines, including the Dox-resistant subclone. Here, PGP is linked to cancer.