Centro de Química-Vila Real (CQ-VR), Universidade de Trás-os-Montes e Alto Douro, 5001-801 Vila Real, Portugal.
Centro de Investigação de Montanha (CIMO), Instituto Politécnico de Bragança, Campus de Santa Apolónia, 5300-253 Bragança, Portugal.
Molecules. 2019 Feb 28;24(5):863. doi: 10.3390/molecules24050863.
In this work, several benzothiazole-based aminosquaraine dyes, displaying strong absorption within the so-called phototherapeutic window (650⁻800 nm), were synthesized. The ability, of all the new dyes, to generate singlet oxygen was assessed by determining the correspondent phosphorescence emission and through the comparison with a standard. The quantum yields of singlet oxygen generation were determined and exhibited to be strongly dependent on the nature of the amino substituents introduced in the squaric ring. The photodynamic activity of the synthesized dyes was tested against four human tumor cell lines: breast (MCF-7), lung (NCI-H460), cervical (HeLa) and hepatocellular (HepG2) carcinomas; and a non-tumor porcine liver primary cell culture (PLP2). All the compounds synthesized were found to be able to inhibit tumor cells growth upon irradiation more than in the dark, in most of the cases, very significantly. Considering the photodynamic activity exhibited and the low toxicity displayed for the non-tumor cells, some of the synthetized dyes can be regarded as potential candidates as photosensitizers for PDT.
在这项工作中，合成了几种基于苯并噻唑的氨基吖嗪染料，它们在所谓的光疗窗口（650⁻800nm）内具有很强的吸收能力。通过测定相应的磷光发射和与标准品的比较，评估了所有新染料产生单线态氧的能力。确定了单线态氧生成的量子产率，并发现它们强烈依赖于引入方酸环中的氨基取代基的性质。合成的染料的光动力活性针对四种人肿瘤细胞系（乳腺癌[MCF-7]、肺癌[NCI-H460]、宫颈癌[HeLa]和肝癌[HepG2]）和非肿瘤猪原代肝细胞培养物（PLP2）进行了测试；在大多数情况下，照射时比在黑暗中更能抑制肿瘤细胞的生长。考虑到所表现出的光动力活性和对非肿瘤细胞表现出的低毒性，一些合成的染料可以被视为 PDT 的潜在候选光敏剂。
