Synthesis and Cytotoxic Activity of Pentacyclic Triterpenoid Sulfamates

被引:23
|
作者
Sommerwerk, Sven [1 ]
Heller, Lucie [1 ]
Csuk, Rene [1 ]
机构
[1] Univ Halle Wittenberg, Bereich Organ Chem, D-06120 Halle, Saale, Germany
关键词
Carbamoylsulfamates; Cytotoxic activity; Triterpenoids; Sulfamates; CARBONIC-ANHYDRASE INHIBITORS; EPITHELIAL-CELL LINE; ANTICANCER AGENTS; STEROID SULFATASE; ANTIPROLIFERATIVE SAR; ANTITUMOR AGENTS; MASLINIC ACID; ISOZYME-IX; APOPTOSIS; 2-METHOXYESTRADIOL-BIS-SULFAMATE;
D O I
10.1002/ardp.201400297
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Methyl triterpenoates derived from oleanolic, ursolic, betulinic, glycyrrhetinic, platanic, or maslinic acid were converted into their corresponding sulfamates and carbamoylsulfamates. The sulfamates were screened in photometric sulforhodamine assays for cytotoxic activity employing several human tumor cell lines. Many of the compounds showed EC50 values in one-digit mu M concentration. Of special interest seems methyl (3 beta) 3-(aminosulfonyloxy)-11-oxo-oleanoate (18) showing good cytotoxicity for the human adenocarcinomic alveolar basal epithelial cell line A549 while being less toxic for non-malignant NIH 3T3 mouse fibroblasts.
引用
收藏
页码:46 / 54
页数:9
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