Total synthesis of premithramycinone H and related anthrapyran antibiotics

被引：39

作者：

Krohn, K ^{[1
]}

Vitz, J ^{[1
]}

机构：

[1] Univ Gesamthsch Paderborn, Dept Chem, D-33098 Paderborn, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 2004卷 / 01期

关键词：

antibiotics; natural products; total synthesis; antitumor agents;

D O I：

10.1002/ejoc.200300451

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two approaches are described for the preparation of 2-(1',3'-dioxoalkyl) -substituted 1-hydroxyanthraquinones 10a-d and 20a-c, which were cyclized in a biomimetic-type reaction to the anthra[1,2-b]pyran skeletons 11a-d and 21a-c of the heydamycin- or pluramycin-type antibiotics. Cleavage of the methyl ethers afforded the natural product premithramycinone H (2). The simple derivative 11b showed inhibition of the A431 cell line in mumolar concentrations. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).

引用

页码：209 / 219

页数：11

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