Bacteriopurpurinimides: highly stable and potent photosensitizers for photodynamic therapy.
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 (3)H-PK11195, suggesting that the mitochondrial peripheral benzodiazepine receptor is not the cellular binding site for this class of compounds.
Chen
Yihui
Y
Graham
Andrew
A
Potter
William
W
Morgan
Janet
J
Vaughan
Lurine
L
Bellnier
David A
DA
Henderson
Barbara W
BW
Oseroff
Allan
A
Dougherty
Thomas J
TJ
Pandey
Ravindra K
RK
D000818:Animals; D025541:Bacteriochlorophyll A / Q000737:chemistry; D001667:Binding, Competitive; D002460:Cell Line; D005453:Fluorescence; D051379:Mice; D009368:Neoplasm Transplantation; D009374:Neoplasms, Experimental / Q000378:metabolism; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D012242:Rhodobacter sphaeroides / Q000737:chemistry; D012867:Skin / Q000378:metabolism; D012869:Skin Absorption; D013053:Spectrophotometry / Q000379:methods
D025541:Bacteriochlorophyll A; D017319:Photosensitizing Agents; D011166:Porphyrins