4, 5-Diaryl-1H-pyrrole-2-carboxylates as combretastatin A-4/lamellarin T hybrids: Synthesis and evaluation as anti-mitotic and cytotoxic agents

…, E Hamel, DCR Hockless, P Verdier-Pinard…

文献索引：Banwell, Martin G.; Hamel, Ernest; Hockless, David C.R.; Verdier-Pinard, Pascal; Willis, Anthony C.; Wong, David J. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 13 p. 4627 - 4638

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被引用次数: 73

摘要

The 4, 5-diarylated-1H-pyrrole-2-carboxylates 3–8 have each been prepared as hybrids of the potent anti-mitotic agent combretastatin A-4 (1) and the similarly active marine alkaloid lamellarin T (2). The key steps involved selective lithium-for-halogen exchange at C5 within the N-PMB protected 4, 5-dibromopyrrole 22 and Negishi cross-coupling of the derived zincated species with the relevant aryl iodide. The ensuing 5-aryl-4-bromopyrrole then ...