Facile synthesis of a phototoxic monofunctionalized tetraarylporphyrin as scaffold for porphyrin-quinone conjugates

Grigoriy Sereda, Ramkumar Moorthy, Carlos Gamarra-Luques, Carlos Telleria

Research output: Contribution to journalArticle

1 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)182-190
Number of pages9
JournalSynthetic Communications
Volume43
Issue number2
DOIs
StatePublished - Jan 1 2013
Externally publishedYes

Keywords

  • Cytotoxicity
  • ovarian cancer
  • phototoxicity
  • porphyrins
  • quinones

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