Photoinduced cytotoxicity and thioadduct formation by a prodigiosin analogue

John T. Tomlinson; Gyungse Park; Jacob A Misenheimer; Gregory L. Kucera; Kevin Hesp; Richard A. Manderville

doi:10.1021/ol061998r

Photoinduced cytotoxicity and thioadduct formation by a prodigiosin analogue

John T. Tomlinson, Gyungse Park, Jacob A Misenheimer, Gregory L. Kucera, Kevin Hesp, Richard A. Manderville

Cardiology

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

19 Scopus citations

Abstract

(Chemical Equation Presented) The prodigiosin alkaloid 1 and the synthetic analogue 2 show photoinduced cytotoxicity against HL-60 cancer cells. Photoirradiation of 1 and 2 causes photofading, photooxidation, and thioadduct formation. These results provide a model for the redox properties of prodigiosins that play a role in their biological activity and provide a new way to functionalize their pyrromethene entity with water-soluble thiol groups.

Original language	English (US)
Pages (from-to)	4951-4954
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	21
DOIs	https://doi.org/10.1021/ol061998r
State	Published - Oct 12 2006

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol061998r

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abstract = "(Chemical Equation Presented) The prodigiosin alkaloid 1 and the synthetic analogue 2 show photoinduced cytotoxicity against HL-60 cancer cells. Photoirradiation of 1 and 2 causes photofading, photooxidation, and thioadduct formation. These results provide a model for the redox properties of prodigiosins that play a role in their biological activity and provide a new way to functionalize their pyrromethene entity with water-soluble thiol groups.",

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AU - Tomlinson, John T.

AU - Park, Gyungse

AU - Misenheimer, Jacob A

AU - Kucera, Gregory L.

AU - Hesp, Kevin

AU - Manderville, Richard A.

PY - 2006/10/12

Y1 - 2006/10/12

N2 - (Chemical Equation Presented) The prodigiosin alkaloid 1 and the synthetic analogue 2 show photoinduced cytotoxicity against HL-60 cancer cells. Photoirradiation of 1 and 2 causes photofading, photooxidation, and thioadduct formation. These results provide a model for the redox properties of prodigiosins that play a role in their biological activity and provide a new way to functionalize their pyrromethene entity with water-soluble thiol groups.

AB - (Chemical Equation Presented) The prodigiosin alkaloid 1 and the synthetic analogue 2 show photoinduced cytotoxicity against HL-60 cancer cells. Photoirradiation of 1 and 2 causes photofading, photooxidation, and thioadduct formation. These results provide a model for the redox properties of prodigiosins that play a role in their biological activity and provide a new way to functionalize their pyrromethene entity with water-soluble thiol groups.

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ER -

Photoinduced cytotoxicity and thioadduct formation by a prodigiosin analogue

Abstract

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