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Facile Synthesis of a Phototoxic Monofunctionalized Tetraarylporphyrin as Scaffold for Porphyrin-Quinone Conjugates
Authors:Grigoriy Sereda  Ramkumar Moorthy  Carlos Gamarra-Luques  Carlos Telleria
Institution:1. Department of Chemistry , University of South Dakota , Vermillion , South Dakota , USA gsereda@usd.edu;3. Department of Chemistry , University of South Dakota , Vermillion , South Dakota , USA;4. Division of Basic Biomedical Sciences, Sanford School of Medicine, University of South Dakota , Vermillion , South Dakota , USA
Abstract:A new carboxy-monofunctionalized tertraarylporphyrin has been tested for cytotoxicity toward OV2008 human ovarian cancer cells. This compound acutely inhibits growth of ovarian cancer cells upon exposure to ambient light while suppresses long-term clonogenic survival of cells under both dark and light stimulated conditions. Because of the variable length of the linkage between the anthraquinone and porphyrin moieties, the synthesized monocarboxylated porphyrin presents a versatile scaffold for fine-tuning of the photoelectron transfer in the quinone-porphyrin conjugate. To demonstrate its synthetic value, we converted the carboxy derivative to its amino counterpart.
Keywords:Cytotoxicity  ovarian cancer  phototoxicity  porphyrins  quinones
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