New stereocontrolled synthesis and biological evaluation of 5-(1′-hydroxyalkyl)-3-methylidenetetrahydro-2-furanones as potential cytotoxic agents

被引：31

作者：

Janecki, T

Blaszczyk, E

Studzian, K

Rózalski, M

Krajewska, U

Janecka, A

机构：

[1] Tech Univ, Inst Organ Chem, PL-90924 Lodz, Poland

[2] Med Univ Lodz, Dept Med Chem, PL-90131 Lodz, Poland

[3] Med Univ Lodz, Inst Biochem, Lodz, Poland

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2002年 / 45卷 / 05期

关键词：

D O I：

10.1021/jm011019v

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 3-methylidenetetrahydro-2-furanones 7 bearing various hydroxyalkyl substituents in position 5 were synthesized using novel diastereo- and enantioselective methodology. In vitro cytotoxicity data demonstrated that all prepared compounds were active against L-1210 and HL-60 tissue culture cells with 7e being the most potent (IC50 = 6.9 muM). Also an increase in activity with an increase in lipophilicity of the substituents in the order H < alkyl < phenyl was observed.

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页码：1142 / 1145

页数：4

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