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基于吲哚宁的单硫代和二硫代方酸菁染料对Caco-2和HepG2人癌细胞系的体外光治疗效果。

In vitro phototherapeutic effects of indolenine-based mono- and dithiosquaraine cyanine dyes against Caco-2 and HepG2 human cancer cell lines.

作者信息

Fernandes Tânia C D, Lima Eurico, Boto Renato E, Ferreira Diana, Fernandes José R, Almeida Paulo, Ferreira Luis F V, Silva Amélia M, Reis Lucinda V

机构信息

Chemistry Centre of Vila Real (CQ-VR), University of Trás-os-Montes and Alto Douro, Quinta de Prados, 5001-801, Vila Real, Portugal; Centre for Research and Technology of Agro-Environmental and Biological Sciences (CITAB-UTAD), University of Trás-os-Montes and Alto Douro, Quinta de Prados, 5001-801, Vila Real, Portugal.

Chemistry Centre of Vila Real (CQ-VR), University of Trás-os-Montes and Alto Douro, Quinta de Prados, 5001-801, Vila Real, Portugal.

出版信息

Photodiagnosis Photodyn Ther. 2020 Sep;31:101844. doi: 10.1016/j.pdpdt.2020.101844. Epub 2020 May 30.

DOI:10.1016/j.pdpdt.2020.101844
PMID:32485406
Abstract

Photodynamic therapy is a noninvasive approach for the treatment of oncological and nononcological diseases which has attempted to address the shortcomings and disadvantages of conventional cancer therapies. Given the scarcity of photosensitizers that exhibit desirable characteristics for its potential application in this therapeutic strategy, the main aims of this work were the study of the photophysical and photochemical properties, and the in vitro photobiological activity of several squaraine cyanine dyes. Thus, herein, the synthesis of indolenine-based N-methyl and N-ethyl mono- and dithiosquaraine dyes, the study of their spectroscopical properties, aggregation behavior, photodegradation and singlet oxygen production ability, and the further application of the previously synthesized dyes in colorectal adenocarninoma and hepatocellular carcinoma cell lines to evaluate their phototherapeutic effects, are described. Thionation significantly favored the ability to singlet oxygen production, and moderate photostability was observed for squaraine and monothionated dyes. Squaraine and monothiosquaraine cyanine dyes showed high promise within the tested concentration range regarding their potential application as cancer photodynamic therapy photosensitizers. Squaraine dyes' monothionation resulted in the preparation of compounds with poor photocytotoxicity, which was an undesirable effect on their phototherapeutic application.

摘要

光动力疗法是一种用于治疗肿瘤和非肿瘤疾病的非侵入性方法,旨在解决传统癌症治疗方法的缺点和不足。鉴于具有适用于该治疗策略潜在应用所需特性的光敏剂稀缺,本研究的主要目的是研究几种方酸菁染料的光物理和光化学性质以及体外光生物学活性。因此,本文描述了基于吲哚啉的N-甲基和N-乙基单硫代和二硫代方酸菁染料的合成、它们的光谱性质、聚集行为、光降解和单线态氧产生能力的研究,以及先前合成的染料在结直肠腺癌和肝癌细胞系中的进一步应用以评估其光疗效果。硫代显著促进了单线态氧产生能力,并且观察到方酸菁和单硫代染料具有适度的光稳定性。方酸菁和单硫代方酸菁染料在测试浓度范围内作为癌症光动力疗法光敏剂的潜在应用显示出很高的前景。方酸菁染料的单硫代导致制备出光细胞毒性较差的化合物,这对其光疗应用来说是不良影响。

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