Synthesis of Phthalocyanines-ALA Conjugates: Water-Soluble Compounds with Low Aggregation

被引：41

作者：

de Oliveira, Kleber T. ^{[1
,2
]}

de Assis, Francisco F. ^{[1
]}

Ribeiro, Anderson O. ^{[2
]}

Neri, Claudio R. ^{[1
]}

Fernandes, Adjaci U. ^{[1
,3
]}

Baptista, Mauricio S. ^{[3
]}

Lopes, Norberto P. ^{[4
]}

Serra, Osvaldo A. ^{[1
]}

Iamamoto, Yassuko ^{[1
]}

机构：

[1] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Ribeirao Preto, SP, Brazil

[2] Univ Fed ABC UFABC, Ctr Ciencias Nat & Humanas, BR-09210170 Santo Andre, SP, Brazil

[3] Univ Sao Paulo, Dept Bioquim, Inst Quim, BR-05508000 Sao Paulo, Brazil

[4] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Dept Quim & Fis, BR-14040901 Ribeirao Preto, SP, Brazil

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 20期

关键词：

PHOTODYNAMIC THERAPY; UPDATE; 2006; PHOTOSENSITIZERS; PORPHYRINS; ZINC(II); METALLOPHTHALOCYANINES; ELECTROSPRAY; DERIVATIVES; IONIZATION; GENERATION;

D O I：

10.1021/jo901633a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Syntheses of two water-soluble phthalocyanines (Pc) containing 5-aminolevulinic acid (ALA) linked to the core structure are described. These compounds were prepared by using original functionalizations, and they present remarkable structural and photophysical features, indicating that they could be applied to photodynamic therapy (PDT).

引用

页码：7962 / 7965

页数：4

共 71 条

[1] Non-aggregating phthalocyanines with bulky 2,4-di-tert-butylphenoxy-substituents [J].

Agirtas, M. Salih .

DYES AND PIGMENTS, 2007, 74 (02) :490-493

[2] Expeditious synthesis of glycosylated phthalocyanines [J].

Alvarez-Mico, Xavier ;

Calvete, Mario J. F. ;

Hanack, Michael ;

Ziegler, Thomas .

SYNTHESIS-STUTTGART, 2007, 14 (14) :2186-2192

[3] ELECTRONIC AND REDOX PROPERTIES OF STACKED-RING SILICON PHTHALOCYANINES FROM MOLECULAR-ORBITAL THEORY [J].

ANDERSON, AB ;

GORDON, TL ;

KENNEY, ME .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (01) :192-195

[4] Synthesis and photodynamic potential of tetra- and octa-triethyleneoxysulfonyl substituted zinc phthalocyanines [J].

Atilla, Devrim ;

Saydan, Nil ;

Durmus, Mahmut ;

Gurek, Ayse Gul ;

Khan, Tania ;

Ruck, Angelika ;

Walt, Heinrich ;

Nyokong, Tebello ;

Ahsen, Vefa .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2007, 186 (2-3) :298-307

[5] The difference in reactivity of (-)-mono and dimenthyl vs. diethyl alkylphosphonates in the α-lithiation reaction:: Carbanionic synthesis of unknown (-)-dimenthyl 1-iodoalkylphosphonates and their first use in the radical iodine atom transfer addition (I-ATRA) and cyclisation (I-ATRC) reactions [J].

Balczewski, Piotr ;

Szadowiak, Aldona ;

Bodzioch, Agnieszka ;

Bialas, Tomasz ;

Wieczorek, Wanda M. ;

Szyrej, Malgorzata .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (05) :997-1009

[6] Synthesis and biological studies of 5-aminolevulinic acid-containing dendrimers for photodynamic therapy [J].

Battah, SH ;

Chee, CE ;

Nakanishi, H ;

Gerscher, S ;

MacRobert, AJ ;

Edwards, C .

BIOCONJUGATE CHEMISTRY, 2001, 12 (06) :980-988

[7] Cellular and antitumor activity of a new diethylene glycol benzoporphyrin derivative (lemuteporfin) [J].

Boch, R ;

Canaan, AJ ;

Cho, A ;

Dolphin, DD ;

Hong, L ;

Jain, AK ;

North, JR ;

Richter, AM ;

Smits, C ;

Sternberg, ED .

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2006, 82 (01) :219-224

[8] Structure and biodistribution relationships of photodynamic sensitizers [J].

Boyle, RW ;

Dolphin, D .

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1996, 64 (03) :469-485

[9]

Brunner H, 2003, PHOTOCHEM PHOTOBIOL, V78, P481, DOI 10.1562/0031-8655(2003)078<0481:NAAEPP>2.0.CO

[10]

← 1 2 3 4 5 6 7 8 →