Efficient synthetic access to a new family of highly potent bryostatin analogues via a prins-driven macrocyclization strategy
Efficient synthetic access to a new family of highly potent bryostatin analogues via a prins-driven macrocyclization strategy
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DOI：
10.1021/ja8015632
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发表时间：
2008-05-28
影响因子：
15
通讯作者：
Schrier, Adam J.
中科院分区：
文献类型：
--
作者：
Wender, Paul A.;DeChristopher, Brian A.;Schrier, Adam J.
报道了一类新的苔藓抑素类似物的分步经济合成，这些类似物含有苔藓抑素天然产物的完整氧碳环核环系统。这些试剂通过高效的、官能团耐受的和立体选择性的Prins驱动的大环化聚合组装。这些四氢吡喃基B环类似物是我们迄今为止最有效的类似物之一，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。
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.