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Design and total synthesis of a fluorescent phorboxazole a analog for cellular studies

Authors
Publisher
Elsevier Ltd
Publication Date
Volume
16
Issue
4
Identifiers
DOI: 10.1016/j.bmcl.2005.10.109
Keywords
  • Phorboxazole
  • Coumarin
  • Probe
  • Anticancer
  • Total Synthesis

Abstract

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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