title: Alkylidene branched lupane derivatives: synthesis and antitumor activity.
abstract: Several novel alkylidene branched lupane derivatives have been prepared. Many of these compounds showed a significant cytotoxicity. The most active compound, 2-methylene-betulonic acid, showed IC(50) values between 0.2 and 0.6 μM for 15 different human cancer cell lines. Cytotoxicity can be improved by encapsulation in liposomes. These compounds act by triggering apoptotic cell death as shown by DNA-laddering experiments and acridine orange/ethidium bromide staining.
authors.affiliation: Bereich Organische Chemie, Martin-Luther-Universität Halle-Wittenberg, Kurt-Mothes-Straße 2, D-06120 Halle, Saale, Germany. rene.csuk@chemie.uni-halle.de
authors.forename: René
authors.initials: R
authors.lastname: Csuk
authors.forename: Sebastian
authors.initials: S
authors.lastname: Stark
authors.forename: Christoph
authors.initials: C
authors.lastname: Nitsche
authors.forename: Alexander
authors.initials: A
authors.lastname: Barthel
authors.forename: Bianka
authors.initials: B
authors.lastname: Siewert
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic; D006801:Humans; D006878:Hydroxides / Q000737:chemistry; D020128:Inhibitory Concentration 50; D010084:Oxidation-Reduction; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D053978:Pentacyclic Triterpenes; D000094062:Betulinic Acid
chemical_list: D000475:Alkenes; D000970:Antineoplastic Agents; D006878:Hydroxides; D014315:Triterpenes; C480546:lupane; D053978:Pentacyclic Triterpenes; C002503:betulin; D000094062:Betulinic Acid; C031356:hydroxide ion