Synthesis and Cytotoxicity of Leinamycin Antibiotic Analogues
详细信息 查看全文
- 作者：Á ; kos Szilá ; gyi ; Ferenc Fenyvesi ; Orsolya Majercsik ; Istvá ; n F. Pelyvá ; s ; Ildikó ; Bá ; cskay ; Pá ; lma Fehé ; r ; Judit Vá ; radi ; Mikló ; s Vecserny&e
- 刊名：Journal of Medicinal Chemistry
- 出版年：2006
- 出版时间：September 7, 2006
- 年：2006
- 卷：49
- 期：18
- 页码：5626 - 5630
- 全文大小：103K
- 年卷期：v.49,no.18(September 7, 2006)
- ISSN：1520-4804
文摘
A simple synthesis of 1,2-dithiolan-3-ones from 
,
-unsaturated thiophenyl esters is reported. Introductionof the biologically active 1,2-dithiolan-3-one-1-oxide moiety of leinamycin into aldehydo-D-arabinose 11,the uridine derivative 16, and the deoxythymidine 21 was established. An extended bioactive part ofleinamycin carrying a carbon-carbon triple bond was also synthesized. All of these analogues of leinamycinshowed cytotoxic activity against HeLa3 tumor cells. Interestingly, the lipophilic, silyl group-containingderivatives proved to be more active than the hydrophilic counterparts.
,-unsaturated thiophenyl esters is reported. Introductionof the biologically active 1,2-dithiolan-3-one-1-oxide moiety of leinamycin into aldehydo-D-arabinose 11,the uridine derivative 16, and the deoxythymidine 21 was established. An extended bioactive part ofleinamycin carrying a carbon-carbon triple bond was also synthesized. All of these analogues of leinamycinshowed cytotoxic activity against HeLa3 tumor cells. Interestingly, the lipophilic, silyl group-containingderivatives proved to be more active than the hydrophilic counterparts.