Premium
Synthesis and Cytotoxic Activity of Pentacyclic Triterpenoid Sulfamates
Author(s) -
Sommerwerk Sven,
Heller Lucie,
Csuk René
Publication year - 2015
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201400297
Subject(s) - betulinic acid , sulforhodamine b , chemistry , oleanolic acid , ursolic acid , cytotoxicity , cytotoxic t cell , cell culture , a549 cell , biochemistry , stereochemistry , in vitro , biology , chromatography , medicine , genetics , alternative medicine , pathology
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 EC 50 values in one‐digit μM concentration. Of special interest seems methyl (3β) 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.