Simple antitumor model compounds for cross-conjugated cyclopentenone prostaglandins

被引:11
|
作者
Vostrikov, Nikolay S. [1 ]
Spirikhin, Leonid V. [1 ]
Lobov, Alexander N. [1 ]
Gimazetdinov, Airat M. [1 ]
Zileeva, Zulfiya R. [2 ]
Vakhitova, Yulia V. [2 ]
Macaev, Zainutdin R. [1 ]
Pivnitsky, Kashmir K. [3 ]
Miftakhov, Mansur S. [1 ]
机构
[1] Russian Acad Sci, Ufa Inst Chem, Ufa 450054, Russia
[2] Russian Acad Sci, Inst Biochem & Genet, Ufa 450054, Russia
[3] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
15-DEOXY-DELTA(12,14)-PROSTAGLANDIN J(2); 15D-PGJ(2);
D O I
10.1016/j.mencom.2019.07.003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Unstable methyl (5-methylidene-4-oxocyclopent-2-en-1-yl)acetate, having a ring moiety of J-type prostaglandins (PGJs) and similar cytotoxicity, reacts with EtSH and other thiols with formation of mono- and bis-adducts, which have been further converted by oxidation with mCPBA into corresponding stable mono-sulfones possessing cytotoxic effect most probably due to in vivo regeneration of the starting dienone. Thus, the derived sulfones can be used as transport forms for original dienone as a pharmacologically important moiety of Delta(12)-PGJ(2) and similar prostaglandins.
引用
收藏
页码:372 / 374
页数:3
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