通过普林斯驱动的大环化策略高效合成一系列新型高效苔藓抑素类似物。
Efficient synthetic access to a new family of highly potent bryostatin analogues via a Prins-driven macrocyclization strategy.
作者信息
Wender Paul A, Dechristopher Brian A, Schrier Adam J
机构信息
Departments of Chemistry and Chemical and Systems Biology, Stanford University, Stanford, California 94305-5080, USA.
出版信息
J Am Chem Soc. 2008 May 28;130(21):6658-9. doi: 10.1021/ja8015632. Epub 2008 May 2.
Abstract
The step-economical synthesis of a new class of bryostatin analogues that contain the complete oxycarbocyclic core ring system of the bryostatin natural products is reported. These agents are convergently assembled via a highly efficient, functional-group-tolerant, and stereoselective Prins-driven macrocyclization. These tetrahydropyranyl B-ring analogues are among our most potent and efficacious analogues to date, exhibiting nanomolar and picomolar activities in protein kinase C affinity assays as well as in cellular antiproliferation assays.
摘要
报道了一类新型苔藓抑素类似物的逐步经济合成方法，该类似物含有苔藓抑素天然产物完整的氧碳环核心环系统。这些化合物通过高效、官能团耐受性和立体选择性的普林斯驱动大环化反应进行汇聚组装。这些四氢吡喃基B环类似物是我们迄今为止最有效和最具活性的类似物之一，在蛋白激酶C亲和力测定以及细胞抗增殖测定中表现出纳摩尔和皮摩尔活性。
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