Synthesis and antitumor activity of S-hexyl(heptyl) substituted ethanethioate derivatives.
- Author:
Jia-Chen WEN
;
Tao JIANG
;
Yu BAO
;
Xian-Jun LIN
;
Wan-Qiao WANG
;
Dan LIU
;
Lin-Xiang ZHAO
- Publication Type:Journal Article
- MeSH:
Antineoplastic Agents;
chemical synthesis;
chemistry;
pharmacology;
Cell Proliferation;
drug effects;
Drug Screening Assays, Antitumor;
HL-60 Cells;
Histone Deacetylase Inhibitors;
chemical synthesis;
chemistry;
pharmacology;
Humans;
Inhibitory Concentration 50;
MCF-7 Cells;
Peptides, Cyclic;
chemical synthesis;
chemistry;
pharmacology;
Structure-Activity Relationship
- From:
Acta Pharmaceutica Sinica
2014;49(3):352-358
- CountryChina
- Language:Chinese
-
Abstract:
To simplify the macrocyclic fragment and to modify the zinc binding group of the natural product apicidin, two series of S-hexyl (heptyl) ethanethioate derivatives were designed and synthesized. Twenty-six compounds were synthesized and confirmed with 1H NMR, IR, MS and HR-MS spectrum, which were not reported. Take vorinostat as control, their antiporliferative activities against cancer cell lines, MCF-7 and HL-60, were tested with MTT assay or trypan blue staining method. Generally in both series it was found that, the chiral carbon atom at 7 position is not necessary, compounds II-1, II-3, II-6 and II-13 showed good activity on HL-60 cells in vitro, with the IC50 values less than 10 micromol x L(-1). II-7 and II-8 showed stronger activity against MCF-7 than Vorinostat, with the IC50 of 3.19 and 6.29 micromol x L(-1), respectively.
