Method for the synthesis of pyrrole and imidazole carboxamides on a solid support
申请人:California Institute of Technology
公开号:US06683189B1
公开(公告)日:2004-01-27
The present invention describes a novel method for the solid phase synthesis of polyamides containing imidazole and pyrrole carboxamides. The polyamides are prepared on a solid support from aromatic carboxylic acids and aromatic amines with high stepwise coupling yields (>99%), providing milligram quantities of highly pure polyamides. The present invention also describes the synthesis of analogs of the natural products Netropsin and Distamycin A, two antiviral antibiotics. The present invention also describes a novel method for the solid phase synthesis of imidazole and pyrrole carboxamide polyamide-oligonucleotide conjugates. This methodology will greatly increase both the complexity and quantity of minor-groove binding polyamides and minor-groove binding polyamide-oligonucleotide conjugates which can be synthesized and tested.
本发明描述了一种新颖的固相合成含有咪唑和吡咯羧酰胺的聚酰胺的方法。该聚酰胺是从芳香羧酸和芳香胺在固体支持上制备而成,具有高的逐步耦合收率(> 99%),可提供毫克级别的高纯度聚酰胺。本发明还描述了天然产物Netropsin和Distamycin A的类似物的合成,这是两种抗病毒抗生素。本发明还描述了一种新颖的固相合成咪唑和吡咯羧酰胺聚酰胺-寡核苷酸共轭物的方法。这种方法将大大增加可以合成和测试的小沟结合聚酰胺和小沟结合聚酰胺-寡核苷酸共轭物的复杂度和数量。