Synthesis of Novel Fluorescent Benzothiazole Cyanine Dyes as Potential Imaging Agents
نویسندگان
چکیده
Near-infrared (NIR) fluorescence imaging has emerged as an attractive non-invasive approach for direct visualization of diseases which depends on the development of stable, highly specific and sensitive optical probes. The NIR region of the electronic spectrum offers a reduction in the background autofluorescence and an increase in the tissue penetration depth. Cyanine dyes have often been considered promising contrast optic agents owing to their photophysical properties. Herein the synthesis of various pentaand heptamethine benzothiazole cyanine dyes has been described and their in vivo imaging efficacy was determined. Varying functionalities on the benzothiazole aromatic ring and changing substituents on the benzothiazolium nitrogen atom reflected subsequent changes in the imaging pattern and have resulted in the development of promising brain targeting agents. INDEX WORDS: Cyanine dyes, Benzothiazole, Heptamethine, Pentamethine, Near-infrared, Imaging, Brain SYNTHESIS OF NOVEL FLUORESCENT BENZOTHIAZOLE CYANINE DYES AS POTENTIAL IMAGING AGENTS
منابع مشابه
Novel Near-Infrared Cyanine Dyes for Fluorescence Imaging in Biological Systems
Heptamethine cyanine dyes are attractive compounds for imaging purposes in biomedical applications because of their chemical and photophysical properties exhibited in the nearinfrared region. A series of meso amino-substituted heptamethine cyanine dyes with indolenine, benz[e]indolenine and benz[c,d]indolenine heterocyclic moieties were synthesized and their spectral properties including fluore...
متن کاملNovel Aza-Substituted Benzothiazol and 1,2,4-Triazol Cyanine Dyes: Synthesis, Characterization and Properties
Series of novel dichromophoric cyanine dyes based on 2-aminobenzothiazoles and 3-amino-1,2,4 -triazole have been synthesized in high yields. All the dyes have been classified as disperse dyes. Besides their electronic spectroscopic properties, high dye-uptakes on polyester, excellent fastness properties, highly extinction coefficients, and broad solvatochromic effects have been observed in thes...
متن کاملBenz[c,d]indolium-containing Monomethine Cyanine Dyes: Synthesis and Photophysical Properties.
Asymmetric monomethine cyanines have been extensively used as probes for nucleic acids among other biological systems. Herein we report the synthesis of seven monomethine cyanine dyes that have been successfully prepared with various heterocyclic moieties such as quinoline, benzoxazole, benzothiazole, dimethyl indole, and benz[e]indole adjoining benz[c,d]indol-1-ium, which was found to directly...
متن کاملSinglet oxygen generation ability of squarylium cyanine dyes
The quantum yields for singlet oxygen generation of several squarylium cyanine dyes derived from benzothiazole, benzoselenazole and quinoline, displaying absorption within the so-called “phototherapeutic window” (600–1000 nm), were determined, envisioning their potential usefulness for photodynamic therapy (PDT). The determination was performed by a direct method measuring the luminescence deca...
متن کاملEvaluation of Polymethine Dyes as Potential Probes for Near Infrared Fluorescence Imaging of Tumors: Part - 1
Near-infrared (NIR) organic dyes have become important for many biomedical applications, including in vivo optical imaging. Conjugation of NIR fluorescent dyes to photosensitizing molecules (photosensitizers) holds strong potential for NIR fluorescence image guided photodynamic therapy (PDT) of cancer. Therefore, we were interested in investigating the photophysical properties, in vivo tumor-af...
متن کامل