Photodynamic properties of amphiphilic derivatives of aluminum tetrasulfophthalocyanine.

摘要: Photodynamic therapy (PDT) is a promising treatment modality that has recently been accepted in clinics as curative or palliative for cancer and other nonmalignant conditions. Phthalocyanines (Pc) are attractive photosensitizers PDT because of their enhanced photophysical photochemical properties. The overall charge solubility Pc play major role potential usefulness PDT. A series amphiphilic derivatives tetrasulfonated aluminum (AlPcS4) was prepared by substituting one the four sulfonate groups with aliphatic side chains 4, 8, 12 16 carbon atoms. photodynamic properties were compared those AlPcS4 adjacent disulfonated Pc. Parameters studied included reversed-phase high-performance liquid chromatography (HPLC) retention times, capacity to generate singlet oxygen (1O2), vitro cell uptake phototoxicity, well response transplantable EMT-6 tumors mice. monomerized showed similar higher capacities 1O2 parent measured from relative L-tryptophan photooxidation yields. A549 decreased following order: AlPcS4(C16) > AlPcS4(C12) AlPcS4(C8) AlPcS4(C4). Human low-density lipoprotein at high concentrations (40 micrograms/mL) completely prevented uptake, whereas 4 micrograms/mL more lipophilic compounds yet remained unaffected hydrophilic dyes. Using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay, survival assessed; it photocytotoxic activity varied directly HPLC i.e. less phototoxic. As yields substituted derivatives, postulated increased cytotoxic caused subcellular localization result long chains. These proved be photodynamically potent against mouse mammary tumor model implanted Balb/c At dye doses 0.2 mumol/kg fluence 400 J/cm2 complete regression observed no morbidity. substitution on macrocycle greatly enhances its efficacy both vivo.