The Presence of a Cyclohexyldiamine Moiety Confers Cytotoxicity to Pentacyclic Triterpenoids
Sophie Hoenke, Martin A. Christoph, Sander Friedrich, Niels V. Heise, Benjamin Brandes, Hans‐Peter Deigner, Ahmed Al‐Harrasi, René Csük
Abstract
Pentacyclic triterpenoids oleanolic acid, ursolic acid, betulinic acid, and platanic acid were acetylated and converted into several amides 9–31; the cytotoxicity of which has been determined in sulforhodamine B assays employing seral human tumor cell lines and nonmalignant fibroblasts. Thereby, a betulinic acid/trans-1,4-cyclohexyldiamine amide showed excellent cytotoxicity (for example, EC50 = 0.6 μM for HT29 colon adenocarcinoma cells).
Topics & Concepts
Betulinic acidCytotoxicityOleanolic acidSulforhodamine BUrsolic acidChemistryBetulinMoietyAmideStereochemistryBiochemistryIn vitroBiologyChromatographyMedicineAlternative medicineGeneticsPathologyNatural product bioactivities and synthesisPlant biochemistry and biosynthesisPhytochemical compounds biological activities