Syntheses of brostallicin starting from distamycin A

被引：11

作者：

Beria, I ^{[1
]}

Nesi, M ^{[1
]}

机构：

[1] Pharmacia, Discovery Res Oncol, Dept Chem, I-20014 Nerviano, MI, Italy

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 41期

关键词：

minor groove binders; distamycin A; brostallicin; Curtius rearrangement; diphenyl phosphorazidate;

D O I：

10.1016/S0040-4039(02)01733-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two syntheses of brostallicin, a DNA minor groove binder now undergoing phase II studies, starting from distamycin A are described. One approach is based upon the selective hydrolysis via imide activation of the C-terminus amide. Besides employing traditional solution-phase synthesis, the convenient use of a polymer-supported reagent is also discussed. The other one is based upon the Curtius rearrangement of the C-terminus side chain of a convenient intermediate, easily prepared in two steps by straightforward functional group manipulation of distamycin A. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：7323 / 7327

页数：5

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