SYNTHESIS OF DESACETAMIDOPYRIMIDOBLAMIC ACID AND DEGLYCO DESACETAMIDOBLEOMYCIN-A(2)

被引：38

作者：

BOGER, DL

MENEZES, RF

DANG, Q

机构：

[1] Department of Chemistry, Scripps Research Institute, California 92037, 10666 North Torrey Pines Road, La Jolla

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 16期

关键词：

D O I：

10.1021/jo00042a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise synthesis of desacetamidopyrimidoblamic acid (3) is detailed based on the inverse electron demand [4 + 2] cycloaddition reaction of 2,4,6-tris(ethoxycarbonyl)-1,3,5-triazine (5) with 1-bis(benzylamino)-1-propyne or in situ generated 1,1-diaminopropene for the one-step preparation of an appropriately functionalized pyrimidine nucleus. The incorporation of 3 into synthetic deglyco desacetamidobleomycin A2 (4) and the pr comparison of the functional cleavage of duplex DNA by Fe(II)-4 are described. Fe(II)-4 proved to be 0.3-0.2x as effective as Fe(II)-deglycobleomycin A2 in its efficiency of cleavage of supercoiled phi-X174 RFI DNA.

引用

页码：4333 / 4336

页数：4

共 56 条

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