LAUSR.org creates dashboard-style pages of related content for over 1.5 million academic articles. Sign Up to like articles & get recommendations!

Synthesis of novel cyanine dyes as antitumor agents

Photo by diana_pole from unsplash

In this study, some novel cyanine dyes, 1, 3, and 5−15, were synthesized by a one‐pot step reaction of pyridinium salts 2 and/or 4 with benzenaminium salt 1. N‐{[1‐Chloro‐3,4‐dihydronaphthalen‐2‐yl)methylene]benzenaminium} chloride… Click to show full abstract

In this study, some novel cyanine dyes, 1, 3, and 5−15, were synthesized by a one‐pot step reaction of pyridinium salts 2 and/or 4 with benzenaminium salt 1. N‐{[1‐Chloro‐3,4‐dihydronaphthalen‐2‐yl)methylene]benzenaminium} chloride 1 was obtained by the reaction of α‐tetralone with Vilsmeier−Haack reagent, followed by a mixture of an equimolar ratio of anilin/ethanol (1:1). All new cyanine dyes were evaluated in vitro for their anticancer activity against two cell lines, that is, HepG2 (human hepatocellular liver carcinoma) and MCF‐7 (breast cancer). The obtained results were compared with human lung fibroblasts (WI‐38) and Vero cells (derived from the kidney of an African green monkey) as normal cells. In particular, some of these compounds, 6, 9, 13, and 14, were found to be the most potent derivatives against all the cancer cell lines, without effect on the normal cells. According to the structure–activity relationship, compound 13 (IC50 = 8.8 µg/ml) exhibited a higher activity against HepG2 cells, as it contains the azo group and two phenyl rings and due to the presence of the π‐conjugated system attached to the two pyridine rings. Compound 6 (IC50 = 8 µg/ml) exhibited a higher activity against MCF‐7 cells, as it contains two chlorine atoms and the π‐conjugated system of the pyridine rings.

Keywords: synthesis novel; dyes antitumor; novel cyanine; cyanine dyes; antitumor agents; activity

Journal Title: Archiv der Pharmazie
Year Published: 2020

Link to full text (if available)


Share on Social Media:                               Sign Up to like & get
recommendations!

Related content

More Information              News              Social Media              Video              Recommended



                Click one of the above tabs to view related content.