Cook M J, Chambrier I, Cracknell S J, Mayes D A, Russell D A
School of Chemical Sciences, University of East Anglia, Norwich, Norfolk, UK.
Photochem Photobiol. 1995 Sep;62(3):542-5. doi: 10.1111/j.1751-1097.1995.tb02381.x.
The synthesis, characterization and electronic spectra of a series of nine 1,4,8,11,15,18,22,25-octa-alkyl zinc phthalocyanines (ZnPc), potential photosensitizers for the photodynamic therapy of cancer, are described. The substituents on the phthalocyanine (Pc) macrocycle "red-shift" the absorbance maximum, in cyclohexane, of all nine members of this series to a value of 703 +/- 2 nm, with a corrected fluorescence emission maximum for the octadecyl derivative of 715 nm. The solubilities and degree of aggregation of six examples in cyclohexane have been measured. The highest homologue, the octadecyl derivative, remains essentially unaggregated to a concentration of 1.5 x 10(-4) mol dm-3. the photostability of this Pc has been examined and the compound shown to be sensitive to photooxidation processes which lead to its decomposition to 3,6-bis-decylphthalimide. Known singlet oxygen quenchers inhibit the photodecomposition. In a comparative study, the octadecyl ZnPc underwent a more rapid photodecomposition than the corresponding metal-free derivative.
描述了一系列九个1,4,8,11,15,18,22,25 - 八烷基锌酞菁（ZnPc）的合成、表征及电子光谱，它们是癌症光动力治疗的潜在光敏剂。酞菁（Pc）大环上的取代基使该系列所有九个成员在环己烷中的最大吸收峰发生“红移”，至703±2 nm的值，十八烷基衍生物的校正荧光发射最大值为715 nm。已测量了六个实例在环己烷中的溶解度和聚集程度。同系物中最长链的十八烷基衍生物在浓度为1.5×10⁻⁴ mol dm⁻³时基本不聚集。已研究了该酞菁的光稳定性，结果表明该化合物对导致其分解为3,6 - 双癸基邻苯二甲酰亚胺的光氧化过程敏感。已知的单线态氧猝灭剂可抑制光分解。在一项对比研究中，十八烷基ZnPc比相应的无金属衍生物经历了更快的光分解。
