title: Influence of esterification and modification of A-ring in a group of lupane acids on their cytotoxicity.
abstract: The aim of this work was to find an optimal ester group for preparation of lupane derivatives connecting high cytotoxicity with good chemical and pharmacological properties. Activities of methyl-, pivaloyloxymethyl- (Pom-), and acetoxymethyl- (Acm-) esters were compared with the activity of free acids. Although the methyl- and Pom-esters were generally less active than free acids, some Acm-esters had cytotoxicity similar to or even better than the starting compounds. Cytotoxic activity was measured in five cancer cell lines.
authors.affiliation: Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43 Prague 2, Czech Republic.
authors.forename: Milan
authors.initials: M
authors.lastname: Urban
authors.forename: Jan
authors.initials: J
authors.lastname: Sarek
authors.forename: Iva
authors.initials: I
authors.lastname: Tislerova
authors.forename: Petr
authors.initials: P
authors.lastname: Dzubak
authors.forename: Marian
authors.initials: M
authors.lastname: Hajduch
mesh_terms: D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D004951:Esterification; D006801:Humans; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000138:chemical synthesis* / Q000494:pharmacology*; D053978:Pentacyclic Triterpenes
chemical_list: D002264:Carboxylic Acids; D014315:Triterpenes; C480546:lupane; D053978:Pentacyclic Triterpenes