| Summary: | Pentacyclic triterpenoic acids, betulinic acid, platanic acid, oleanolic acid and ursolic acid, were acetylated and subsequently converted into mono-, bis- and tris(hydroxyl)ethyl amides. While parent compounds are of none or minor cytotoxicity, these amides showed EC50 values even in low μM concentration for a variety of different human tumor cell lines. Especially a bis(hydroxyethyl)amide 12 derived from oleanolic acid held an EC50 = 7.7 μM for A375 melanoma cells while being less cytotoxic for non-malignant fibroblasts NIH 3 T3 (EC50 > 30 μM). Several of these amides were converted into their corresponding sulfamates. While these sulfamates held no inhibitory activity for the enzyme carbonic anhydrase II, the highest cytotoxicity was observed for a betulinic acid derived sulfamate 17 with an EC50 = 4.9 μM for A375 melanoma cells.
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