Synthesis And Characterization Of Group Iv Phthalocyanine Type Photosensitizers For Photodynamic Therapy PDF Download

Two silicon phthalocyanines with diol ligands, SiPc[OSi(CH3)2(CH2)3N(CH3)2][OSi(CH3)2(CH2)4CHOHCH2OH], Pc 181, and SiPc[OSi(CH3)2(CH2)3N(CH3)2][OSi(CH3)2(CH2CHOHCH2OH)], Pc 183, were synthesized by multistep procedures. The cellular uptake, localization and phototoxicity of Pc 181 were assessed by collaborators. Three silicon phthalocyanines, HSC6H4OSiPcOSi[(CH2)5CH3]3, Pc 253,HS(C6H4)2OSiPcOSi[(CH2)5CH3]3, Pc 254, and HS(C6H4)3OSiPcOSi[(CH2)5CH3]3, Pc 255, were prepared by multistep procedures. These compounds were designed to form conjugates with gold nanoparticles which can be used in quenching studies of phthalocyanine-gold nanoparticle conjugates. Ten 9-substituted acridine oranges, benz(a)acridine orange, 2-methoxy acridine orange, and two 2-methoxy-9-substituted acridine oranges were prepared and characterized. From acridine orange, nonyl acridine orange bromide and the other alkyl acridine orange halides were prepared. From the substituted acridine oranges, seven 9-substituted acridine orange halides and one 9-substituted acridine orange triflate were made. Two of the acridine orange halides gave stronger FRET with Pc 4 than does 10-nonyl acridine orange, and thus are potential probes for cardiolipin in further PDT studies. Work by collaborators showed that two of the halides localized in mitochondrial membranes and colocalized with Pc 4 in these membranes. Their work also showed that microscopically observable FRET occurred between one of them and Pc 4 in MCF7-c3 cells.