Pentacyclic triterpenes as an interesting group of natural compounds possess a great potential as anticancer agents. Investigations on several triterpene sulfamates concerning their activity for carboanhydrase II (CA II) furnished a highly potential oleanolic acid derived inhibitor (Ki = 0,31 μM). Nevertheless there was no evidence for a relationship of the enzymatic activity and the anticancer potential. As a basis for further structure-activity-relationship studies, synthesis of maslinic acid and their (A-ring) configuration isomers were developed from oleanolic acid. By specific structural modifications an increase in the anticancer potential was achieved, with simultaneous selectivity with respect to the non-malignant mouse fibroblasts. In the course of the synthesis of rhodamine B linked Triterpene derivatives, the conjugate with maslinic acid showed IC50 values in the single-digit nanomolar range. In addition, a mitochondrial localization was detected by fluorescence microscopy.