126172-94-9Relevant academic research and scientific papers
Comparison of the dark and light-induced toxicity of thio and seleno analogues of the thiopyrylium dye AA1
Detty, Michael R.,Gibson, Scott L.,Hilf, Russell
, p. 2589 - 2596 (2004)
2,6-Bis(4-anilino)-4-(4-N,N-dimethylanilino)thiopyrylium chloride (AA1) and -selenopyrylium chloride (AA1-Se) and 2,6-bis(4-anilino)-4-(4-N- morpholinophenyl)thiopyrylium chloride (1) and -selenopyrylium chloride (2) were prepared via the addition of 4-N,N-dimethylanilino magnesium bromide and 4-N-morpholinophenyl magnesium bromide to chalcogenopyranones 3 followed by treatment with HCl gas then water. Cellular uptake of these dyes varied from 12±3fmol/cell for AA1 to 150±40fmol/cell for AA1-Se. upon exposure to 5×10-5M solutions of the dyes for 3h. Exposure of cell cultures to 1.8J/cm2 of 360-750-nm light following incubation with 1×10-6M of either AA1, 1, or 2 for 24h resulted in no significant additional phototoxicity while AA1-Se showed a significant (P0.05) reduction in cell viability from 81% to 46%. Thiopyrylium dyes AA1 and 1 showed significant dark toxicity relative to selenopyrylium dyes AA1-Se and 2, respectively. AA1 was the only one of the four dyes to show inhibition of whole-cell mitochondrial cytochrome c oxidase activity in the dark. Irradiation of whole cells or mitochondrial suspensions treated with AA1, AA1-Se, or 2 gave inhibition of mitochondrial cytochrome c oxidase activity. Studies of JC-1-efflux indicated that all four cationic dyes accelerated the loss of JC-1 from the mitochondria, which suggests that all four dyes target the mitochondria.
Amino-substituted pyrylium dyes and uses thereof
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, (2008/06/13)
There is disclosed a novel class of pyryliums of the 2,4,6-triaryl pyrylium dye class, having two or more of the aryl rings substituted with amino or dalkyl amino groups. These dyes have utility as sensitizers for electrophoto conductive coatings, and as
