Synthesis and photophysical studies of a chlorin sterically designed to prevent self-aggregation

被引:25
|
作者
de Assis, Francisco F. [1 ]
de Souza, Juliana M. [1 ]
Assis, Beatriz H. K. [1 ]
Brocksom, Timothy J. [1 ]
de Oliveira, Kleber T. [1 ]
机构
[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
Synthesis; Porphyrin; Chlorin; 1,3-Dipolar cycloaddition; Non-aggregation; PDT; 1,3-DIPOLAR CYCLOADDITION; DERIVATIVES; PORPHYRIN; CELLS; ACID;
D O I
10.1016/j.dyepig.2013.02.011
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Synthesis and photophysical evaluations of a new non-aggregating chlorin derivative are described. A beta-octa(carboxyethyl)porphyrin 3 was synthesized in 2 steps starting from pyrrole-3,4-dicarboxylic acid diethyl ester (2). The new chlorin derivative 6 was obtained through a 1,3-dipolar cycloaddition using benzyl azomethine ylide. Chlorin 6 presents a molecular scaffold in an "L" shape avoiding aggregation in solutions at 1-27 mM. Photophysical properties were measured, and indicate that this new compound can be considered a useful candidate for PDT studies. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:153 / 159
页数:7
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