title: Correlation of cytotoxic activity of betulinines and their hydroxy analogues.
abstract: This research is based on intention to prepare and test 3beta-hydroxy and 3beta,28-dihydroxy analogues of new pro-apoptotic derivatives (betulinines) using selective hydrolysis procedure and strategic protective groups. The evaluation of cytotoxicity of prepared compounds on several tumor cell lines using an MTT test was our interest. It was found that hydrolysis of acetates in betulinines afforded compounds with higher cytotoxicity in case of 18-lupene-21-ones (e.g., ethyl 3beta-hydroxy-21-oxolup-18-en-28-oate), whereas hydrolysis of the 18-lupene-21,22-diones gave less active derivatives.
authors.affiliation: Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43 Prague 2, Czech Republic. jan.sarek@volny.cz
authors.forename: Jan
authors.initials: J
authors.lastname: Sarek
authors.forename: Miroslav
authors.initials: M
authors.lastname: Kvasnica
authors.forename: Milan
authors.initials: M
authors.lastname: Urban
authors.forename: Jiri
authors.initials: J
authors.lastname: Klinot
authors.forename: Marian
authors.initials: M
authors.lastname: Hajduch
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D017209:Apoptosis / Q000187:drug effects; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D006900:Hydroxylation; D020128:Inhibitory Concentration 50; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000138:chemical synthesis* / Q000494:pharmacology; D000094062:Betulinic Acid
chemical_list: D000970:Antineoplastic Agents; D014315:Triterpenes; C002503:betulin; D000094062:Betulinic Acid