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Design and total synthesis of a fluorescent phorboxazole A analog for cellular studies
Authors:Chen Jiehao  Ying Lu  Hansen T Matthew  Engler Mary M  Lee Chi Sing  La Clair James J  Forsyth Craig J
Institution:Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, USA.
Abstract:To enable studies to elucidate the intracellular processing and targeting of the potent cytostatic/apoptotic anticancer natural products phorboxazoles A and B, a fluorescent derivative has been developed. This involved the total syntheses of the terminal alkyne 33-O-Me-45,46-dehydrobromophorboxazole A (MDHBPA) and a terminal vinyl iodide derivative of the blue fluorescent dye N,N,-dimethyl-7-aminocoumarin (DMC). Sonogashira coupling of these partners provided enyne DMC-MDHBPA in high yield.
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