Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins

Susan Callaghan; Mikhail A. Filatov; Elisabeth Sitte; Huguette Savoie; Ross W. Boyle; Keith J. Flanagan; Mathias O. Senge

doi:10.1039/c7pp00244k

Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins

Susan Callaghan, Mikhail A. Filatov, Elisabeth Sitte, Huguette Savoie, Ross W. Boyle, Keith J. Flanagan, Mathias O. Senge

Research output: Contribution to journal › Article › peer-review

Abstract

A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20-40 °C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.

Original language	English
Pages (from-to)	1371-1374
Number of pages	4
Journal	Photochemical and Photobiological Sciences
Volume	16
Issue number	9
DOIs	https://doi.org/10.1039/c7pp00244k
Publication status	Published - 2017
Externally published	Yes

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title = "Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins",

abstract = "A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20-40 °C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.",

author = "Susan Callaghan and Filatov, \{Mikhail A.\} and Elisabeth Sitte and Huguette Savoie and Boyle, \{Ross W.\} and Flanagan, \{Keith J.\} and Senge, \{Mathias O.\}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry and Owner Societies 2017.",

year = "2017",

doi = "10.1039/c7pp00244k",

language = "English",

volume = "16",

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journal = "Photochemical and Photobiological Sciences",

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AU - Callaghan, Susan

AU - Filatov, Mikhail A.

AU - Sitte, Elisabeth

AU - Savoie, Huguette

AU - Boyle, Ross W.

AU - Flanagan, Keith J.

AU - Senge, Mathias O.

N1 - Publisher Copyright: © The Royal Society of Chemistry and Owner Societies 2017.

PY - 2017

Y1 - 2017

N2 - A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20-40 °C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.

AB - A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20-40 °C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.

UR - http://www.scopus.com/inward/record.url?scp=85029478231&partnerID=8YFLogxK

U2 - 10.1039/c7pp00244k

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AN - SCOPUS:85029478231

SN - 1474-905X

VL - 16

SP - 1371

EP - 1374

JO - Photochemical and Photobiological Sciences

JF - Photochemical and Photobiological Sciences

IS - 9

ER -

Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins

Abstract

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