New Synthetic Approach to Aminosquarylium Cyanine Dynes.

Reis, Lucinda V.; Serrano, J. P. C.; Almeida, P.; Santos, Paulo F.

doi:10.1002/chin.200305195

Cited by 1 publication

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“…As a result, a lot of work has been published on the structural variation of squaraines which, however, has been mainly focused on the variation of the nature and substitution of the heterocyclic terminal groups [11]. The derivatization of the central squaric core, on the other hand, has been poorly addressed and has been the focus of our research for some years [12][13][14].…”

Section: Introductionmentioning

confidence: 99%

“…Aminosquaraines 5 were synthesized from the zwitterionic dye 3 by an expeditious methodology developed earlier by some of us [12] (Scheme 1). The starting squaraine 3, easily prepared by the condensation of two molar equivalents of 2-methylbenzothiazolium salt 2 with squaric acid, in refluxing n-butanol/pyridine, was methylated with methyl triflate to furnish the crucial O-methyl intermediate 4.…”

Section: Introductionmentioning

confidence: 99%

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Aminosquaraines as potential photodynamic agents: Synthesis and evaluation of in vitro cytotoxicity

Magalhães

Graça

Calhelha

et al. 2017

Bioorganic & Medicinal Chemistry Letters

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a b s t r a c tThe synthesis of several aminosquaraine cationic dyes displaying strong absorption within the so-called phototherapeutic window (650-850 nm) is described. Their cytotoxicity, under dark and illuminated conditions, was tested against several human tumor cell lines (breast, lung, cervical and hepatocellular carcinomas) and non-tumor porcine liver primary cells. All compounds showed to inhibit the growth of the tumor cells upon irradiation more than in the absence of light, in more or less extension, clearly exhibiting photodynamic activity. The photosensitizing ability against some cell lines, together with the low toxicity for the non-tumor primary PLP2 cells displayed by some of the compounds synthetized, turns them into potential candidates as photosensitizers for PDT.

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