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Recent Advances in the Biomedical Applications of Texaphyrins
National ACS Meeting (2010)
  • Jonathan Arambula, The University of Texas at Austin
  • Jonathan L. Sessler, The University of Texas at Austin
  • Mark Fountain
  • Wen-hau Wei
  • Darren Magda, The University of Texas at Austin
  • Zahid H. Siddik, The University of Texas M. D. Anderson Cancer Center
In this study the rational design, synthesis, and anticancer activity of quinoline-derived trifluoromethyl alcohols were evaluated. Members of this novel class of trifluoromethyl alcohols were identified as potent growth inhibitors in a zebrafish embryo model. Synthesis of these compounds was carried out with an sp3-C−H functionalization strategy of methyl quinolines with trifluoromethyl ketones. A zebrafish embryo model was also used to explore the toxicity of ethyl 4,4,4-trifluoro-3-hydroxy-3-(quinolin-2-ylmethyl)butanoate (1), 2-benzyl-1,1,1-trifluoro-3-(quinolin-2-yl)propan-2-ol (2), and trifluoro-3-(isoquinolin-1-yl)-2-(thiophen-2-yl)propan-2-ol (3). Compounds 2 and 3 were found to be more toxic than compound 1; apoptotic staining assays indicated that compound 3 causes increased cell death. In vitro cell proliferation assays showed that compound 2, with an LC50 value of 14.14 μm, has more potent anticancer activity than cisplatin. This novel class of inhibitors provides a new direction in the discovery of effective anticancer agents.
  • Biochemistry,
  • Chemistry,
  • Texaphyrins
Publication Date
March 21, 2010
San Francisco, CA
Citation Information
Jonathan Arambula, Jonathan L. Sessler, Mark Fountain, Wen-hau Wei, et al.. "Recent Advances in the Biomedical Applications of Texaphyrins" National ACS Meeting (2010)
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