Bacteriopurpurinimides: Highly stable and potent photosensitizers for photodynamic therapy

Yihui Chen; Andrew Graham; William Potter; Janet Morgan; Lurine Vaughan; David A. Bellnier; Barbara W. Henderson; Allan Oseroff; Thomas J. Dougherty; Ravindra K. Pandey

doi:10.1021/jm010400c

Bacteriopurpurinimides: Highly stable and potent photosensitizers for photodynamic therapy

Yihui Chen
, Andrew Graham
, William Potter
, Janet Morgan
, Lurine Vaughan
, David A. Bellnier
, Barbara W. Henderson
, Allan Oseroff
, Thomas J. Dougherty
, Ravindra K. Pandey

Institute for Lasers Photonics and Biophotonics

Roswell Park Cancer Institute

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

76 Scopus citations

Abstract

The in situ conversion of the unstable bacteriochlorophyll a present in Rhodobacter sphaeroides produced highly stable bacteriopurpurin-18 which in a sequence of reactions was converted into a series of alkyl ether analogues of bacteriopurpurin-18-N-alkylimides with long wavelength absorption near 800 nm. The effective photosensitizers were found to localize in mitochondria but did not show any specific displacement of ³H-PK11195, suggesting that the mitochondrial peripheral benzodiazepine receptor is not the cellular binding site for this class of compounds.

Original language	English
Pages (from-to)	255-258
Number of pages	4
Journal	Journal of Medicinal Chemistry
Volume	45
Issue number	2
DOIs	https://doi.org/10.1021/jm010400c
State	Published - Jan 17 2002

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10.1021/jm010400c

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title = "Bacteriopurpurinimides: Highly stable and potent photosensitizers for photodynamic therapy",

abstract = "The in situ conversion of the unstable bacteriochlorophyll a present in Rhodobacter sphaeroides produced highly stable bacteriopurpurin-18 which in a sequence of reactions was converted into a series of alkyl ether analogues of bacteriopurpurin-18-N-alkylimides with long wavelength absorption near 800 nm. The effective photosensitizers were found to localize in mitochondria but did not show any specific displacement of 3H-PK11195, suggesting that the mitochondrial peripheral benzodiazepine receptor is not the cellular binding site for this class of compounds.",

author = "Yihui Chen and Andrew Graham and William Potter and Janet Morgan and Lurine Vaughan and Bellnier, \{David A.\} and Henderson, \{Barbara W.\} and Allan Oseroff and Dougherty, \{Thomas J.\} and Pandey, \{Ravindra K.\}",

year = "2002",

month = jan,

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doi = "10.1021/jm010400c",

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T1 - Bacteriopurpurinimides

T2 - Highly stable and potent photosensitizers for photodynamic therapy

AU - Chen, Yihui

AU - Graham, Andrew

AU - Potter, William

AU - Morgan, Janet

AU - Vaughan, Lurine

AU - Bellnier, David A.

AU - Henderson, Barbara W.

AU - Oseroff, Allan

AU - Dougherty, Thomas J.

AU - Pandey, Ravindra K.

PY - 2002/1/17

Y1 - 2002/1/17

N2 - The in situ conversion of the unstable bacteriochlorophyll a present in Rhodobacter sphaeroides produced highly stable bacteriopurpurin-18 which in a sequence of reactions was converted into a series of alkyl ether analogues of bacteriopurpurin-18-N-alkylimides with long wavelength absorption near 800 nm. The effective photosensitizers were found to localize in mitochondria but did not show any specific displacement of 3H-PK11195, suggesting that the mitochondrial peripheral benzodiazepine receptor is not the cellular binding site for this class of compounds.

AB - The in situ conversion of the unstable bacteriochlorophyll a present in Rhodobacter sphaeroides produced highly stable bacteriopurpurin-18 which in a sequence of reactions was converted into a series of alkyl ether analogues of bacteriopurpurin-18-N-alkylimides with long wavelength absorption near 800 nm. The effective photosensitizers were found to localize in mitochondria but did not show any specific displacement of 3H-PK11195, suggesting that the mitochondrial peripheral benzodiazepine receptor is not the cellular binding site for this class of compounds.

UR - https://www.scopus.com/pages/publications/0037122686

U2 - 10.1021/jm010400c

DO - 10.1021/jm010400c

M3 - Article

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AN - SCOPUS:0037122686

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VL - 45

SP - 255

EP - 258

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 2

ER -

Bacteriopurpurinimides: Highly stable and potent photosensitizers for photodynamic therapy

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