Synthesis of phthalates of betulinic acid and betulin with cytotoxic activity.
Synthesis of 3beta-O-phthalic esters from betulinic acid and its esters and synthesis of phthalic esters from betulin and its monoacetates using classical acylation procedure with phthalic anhydride. The evaluation of cytotoxicity of the prepared compounds was using numbers of tumor cell lines in MTT test. It was discovered that hemiphthalic esters had better cytotoxicity than starting compounds as betulinic acid or quite inactive betulin.
Kvasnica
Miroslav
M
Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, 128 43 Prague 2, Czech Republic.
Sarek
Jan
J
Klinotova
Eva
E
Dzubak
Petr
P
Hajduch
Marian
M
D000215:Acylation; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects*; D004354:Drug Screening Assays, Antitumor; D004952:Esters / Q000737:chemistry; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D053978:Pentacyclic Triterpenes; D010795:Phthalic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014315:Triterpenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D000094062:Betulinic Acid
D000970:Antineoplastic Agents; D004952:Esters; D053978:Pentacyclic Triterpenes; D010795:Phthalic Acids; D014315:Triterpenes; C002503:betulin; D000094062:Betulinic Acid