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新型强效选择性整合素αⅡbβ3拮抗剂的设计与合成——异喹啉酮、苯并恶嗪酮和喹唑啉酮醋酸酯的新型合成路线

Design and synthesis of novel potent and selective integrin alphanubeta3 antagonists--novel synthetic routes to isoquinolinone, benzoxazinone, and quinazolinone acetates.

作者信息

Seitz Werner, Geneste Hervé, Backfisch Gisela, Delzer Jürgen, Graef Claudia, Hornberger Wilfried, Kling Andreas, Subkowski Thomas, Zimmermann Norbert

机构信息

BASF AG, Main Research Laboratory, D-67056 Ludwigshafen, Germany.

出版信息

Bioorg Med Chem Lett. 2008 Jan 15;18(2):527-31. doi: 10.1016/j.bmcl.2007.11.089. Epub 2007 Nov 28.

DOI:10.1016/j.bmcl.2007.11.089
PMID:18068982
Abstract

An unexpected ring contraction of benzazepinone based alpha(nu)beta(3) antagonists led to the design of quinolinone-type derivatives. Novel and efficient synthetic routes to isoquinolinone, benzoxazinone, and quinazolinone acetates were established. Nanomolar alpha(nu)beta(3) antagonists based on these new scaffolds were prepared. Moreover, benzoxazinones 15a and 15b exhibited high microsomal stability and good permeability.

摘要

基于苯并氮杂䓬酮的α(ν)β(3)拮抗剂意外的环收缩导致了喹啉酮类衍生物的设计。建立了异喹啉酮、苯并恶嗪酮和喹唑啉酮醋酸酯的新颖且高效的合成路线。制备了基于这些新骨架的纳摩尔级α(ν)β(3)拮抗剂。此外，苯并恶嗪酮15a和15b表现出高微粒体稳定性和良好的通透性。

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