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

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

doi:10.1080/00397911.2011.594546

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 journal › Article › peer-review

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 language	English (US)
Pages (from-to)	182-190
Number of pages	9
Journal	Synthetic Communications
Volume	43
Issue number	2
DOIs	https://doi.org/10.1080/00397911.2011.594546
State	Published - Jan 1 2013
Externally published	Yes

Bibliographical note

Funding Information:
This work was supported by the State of South Dakota (2010 Research Initiative) and National Science Foundation (EPSCoR Grant Nos. 0554609 and 0903804), the University of South Dakota (USD) Department of Chemistry, the South Dakota Board of Regents competitive Research Grant Award No. SDBOR/USD 2011-10-06, and the USD Nelson Endowment Fund.

Keywords

Cytotoxicity
ovarian cancer
phototoxicity
porphyrins
quinones

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1080/00397911.2011.594546

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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.",

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AU - Telleria, Carlos

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AB - 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.

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KW - phototoxicity

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KW - quinones

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

Abstract

Bibliographical note

Keywords

UN SDGs

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