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Synthesis and characterization of macrocyclic compounds for photodynamic therapy and photothermal therapy.

机译:用于光动力疗法和光热疗法的大环化合物的合成与表征。

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摘要

A group of twenty-six new phthalocyanine (MPc), phthalocyanine-like, naphthalocyanine (MNc), and anthralocyanine (MAc) complexes was synthesized and characterized for use in photodynamic therapy (PDT) structure-activity relationship (SAR) studies, photothermal therapy (PTT) SAR studies, and photophysical studies. Of these twenty-six, eleven are silicon phthalocyanines which were synthesized for PDT SAR studies. Two of these belong to a terminal-group set of homologues of SiPc[OSi(CH3)2(CH2) 3N(CH3)2]2, Pc 12, and one is related to this set. These are SiPc[OSi(CH3)2(CH2) 3N(n-C5H11)2] 2, Pc 113, SiPc[OSi(CH3)2(CH2) 3N(n-C6H13)2] 2, Pc 114, and SiPc[OSi(CH3)2(CH2) 3NH(CH3)]2, Pc 111. Four belong to a linker set of homologues of HOSiPcOSi(CH3)2(CH2) 3N(CH3)2, Pc 4; three to a terminal-group set of homologues of it; and one is related to this latter set. These are HOSiPcOSi(CH 3)2CH2N(CH3)2, Pc 115, HOSiPcOSi(CH 3)2(CH2)2N(CH3)2, Pc 116, HOSiPcOSi(CH3)2(CH2)5N(CH 3)2, Pc 117, HOSiPcOSi(CH3)2(CH 2)6N(CH3)2, Pc 118, HOSiPcOSi(CH 3)2(CH2)3N(n-C 3H7)2, Pc 121, HOSiPcOSi(CH3) 2(CH2)3N(n-C5H 11)2, Pc 122, HOSiPcOSi(CH3)2(CH 2)3N(n-C6H13) 2, Pc 123, and HOSiPcOSi(CH3)2(CH2) 3NH(CH3), Pc 119. Among the remaining fifteen compounds, three are octaethoxyphthalocyanines synthesized for PDT photochemical and photophysical studies. These are H2Pc(OEt)8, SiPc(OEt) 8(OH)2 and SiPc(OEt)8[OSi(CH3) 3]2. One is a silicon octabutoxyphthalocyanine prepared for PDT SAR studies. It is SiPc(OBu)8[OSi(CH3)2(CH 2)3N(CH3)2]2. Another is a zinc octabutoxynaphthalocyanine, ZnNc(OBu)8, made for PDT studies. Three are metal-free and silicon octabutoxyanthralocyanines prepared in support of PTT studies. These are H2Ac(OBu)8, SiAc(OBu) 8(OH)2 and SiAc(OBu)8[OSi(n-C 6H13)3]2. Three more are tin octabutoxyanthralocyanines prepared also to aid PTT studies. These are SnAc(OBu)8Cl2 , SnAc(OBu)8Br2 and SnAc(OBu)8I 2. The last four compounds are phthalocyanine-like compounds made for a study complementary to an NMR study of a previously made, similar naphthalocyanine-like group. These are H2A4−xPx(OBu) 8, where P represents a phthalocyanine-type arm in a phthalocyanine-like compound, and A represents an anthralocyanine-type arm, and x = 1–3. In addition, improved routes to the known silicon phthalocyanines, HOSiPcOSi(CH 3)2(CH2)3N(n-C 4H9)2, Pc 25, SiPc[OSi(CH3)2(CH 2)5N(CH3)2]2, Pc 84, and SiPc[O
机译:合成了一组二十二种新型酞菁(MPc),类酞菁,萘酞菁(MNc)和蒽酞菁(MAc)配合物,并对其进行了表征,以用于光动力疗法(PDT)的结构活性关系(SAR)研究,光热疗法(PTT)SAR研究和光物理研究。在这26种中,有11种是合成的硅酞菁,用于PDT SAR研究。其中两个属于SiPc [OSi(CH 3 2 (CH 2 3的同系物的端基组 N(CH 3 2 ] 2 ,Pc 12,一个与此组有关。这些是SiPc [OSi(CH 3 2 (CH 2 3 N( n < / italic> -C 5 H 11 2 ] 2 ,Pc 113,SiPc [OSi(CH < sub> 3 2 (CH 2 3 N( n -C 6 H 13 2 ] 2 ,Pc 114和SiPc [OSi(CH 3 2 (CH 2 3 NH(CH 3 )] 2 , Pc 111.四个属于HOSiPcOSi(CH 3 2 (CH 2 3 N(CH 3 2 ,PC 4;三至一组末端同源物;一个与此后一组有关。这些是HOSiPcOSi(CH 3 2 CH 2 N(CH 3 2 ,Pc 115,HOSiPcOSi(CH 3 2 (CH 2 2 N(CH 3 2 ,Pc 116,HOSiPcOSi(CH 3 2 (CH 2 )< sub> 5 N(CH 3 2 ,Pc 117,HOSiPcOSi(CH 3 2 (CH 2 6 N(CH 3 2 ,Pc 118,HOSiPcOSi(CH 3 2 (CH 2 3 N( n -C 3 < / sub> H 7 2 ,PC 121,HOSiPcOSi(CH 3 2 (CH 2 3 N( n -C 5 H 11 2 ,Pc 122,HOSiPcOSi(CH 3 2 (CH 2 3 N(<斜体n -C 6 H 13 2 ,Pc 123和HOSiPcOSi(CH 3 2 (CH 2 3 NH(CH 3 ),Pc119。在剩余的十五种化合物中,三种是八乙氧基酞菁合成用于PDT的光化学和光物理研究。它们是H 2 Pc(OEt) 8 ,SiPc(OEt) 8 (OH) 2 和SiPc( OEt) 8 [OSi(CH 3 3 ] 2 。一种是制备用于PDT SAR研究的八丁氧基硅酞菁硅。它是SiPc(OBu) 8 [OSi(CH 3 2 (CH 2 3 N(CH 3 2 ] 2 。另一个是八丁氧基锌酞菁锌,ZnNc(OBu) 8 ,用于PDT研究。三种是支持PTT研究而制备的无金属和硅的八丁氧基蒽盐菁。它们是H 2 Ac(OBu) 8 ,SiAc(OBu) 8 (OH) 2 和SiAc( OBu) 8 [OSi( n -C 6 H 13 3 ] 2 。还准备了另外三种八辛基丁氧基锡氰基锡来辅助PTT研究。它们是SnAc(OBu) 8 Cl 2 ,SnAc(OBu) 8 Br 2 和SnAc(OBu) 8 I 2 。最后四种化合物是酞菁类化合物,用于与先前制备的类似萘酞菁类的NMR研究互补的研究。它们是H 2 A 4-x P x (OBu) 8 ,其中P代表酞菁型代表酞菁类化合物的一个臂,A代表一个蒽酞菁类的臂,x = 1-3。此外,改进了通往已知硅酞菁HOSiPcOSi(CH 3 2 (CH 2 3 的路线N( n -C 4 H 9 2 ,Pc 25,SiPc [OSi(CH 3 2 (CH 2 5 N(CH 3 2 < / sub>] 2 ,Pc 84和SiPc [O

著录项

  • 作者

    Hao, Guolun.;

  • 作者单位

    Case Western Reserve University.;

  • 授予单位 Case Western Reserve University.;
  • 学科 Chemistry Inorganic.
  • 学位 Ph.D.
  • 年度 2001
  • 页码 205 p.
  • 总页数 205
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 无机化学;
  • 关键词

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