One-pot and Three-component Functionalization of Short Multi-walled Carbon Nanotubes with Isatoic Anhydride and Benzyl Amine and Their Effect on the MKN-45 and MCF7 Cancer Cells

Abstract

The one-pot and three-component chemical functionalization of short acyl-chloride multi-walled carbon nanotubes (Sh-MWCNT-COCl) by isatoic anhydride and benzyl amine for producing 2-amino-N-benzylbenzamide (Sh-MWCNT-amide) and then by POCl₃ to produce 3-benzylquinazolin-4(3H)-one (Sh-MWCNT-quinaz) has been investigated. The resulting materials were characterized with different techniques such as Fourier transform infrared spectroscopy, Raman spectroscopy, elemental analysis, thermogravimetric analysis, scanning electron microscopy, derivative thermogravimetric, steady-state fluorescence spectroscopy, solubility test, and cellular investigations. The functionalized nanotubes showed photo-electronic properties, which is due to the attachment of the function groups to them as proved by fluorescence spectroscopy. These functionalizations have been chosen due to active sites of NH and carbonyl groups in Sh-MWCNT-amide, which might be used as functional materials in future. The toxicity of the samples was evaluated with human gastric and breast cancer cells and killed cell numbers were measured by reduction of living cells with 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT). Cellular results showed high toxicity of modified Sh-MWCNTs on the gastric cancer cells compared with breast cells.

Keywords::

• carbon nanotube
• functionalization
• toxicity
• cancer cells
• 3-(4
• 5-Dimethylthiazol-2-yl)-2
• 5-diphenyltetrazolium bromide

Acknowledgments

The financial and encouragement support is provided by Research vice Presidency of Ayatollah Amoli branch, Islamic Azad University, and Iranian Nanotechnology Initiative (Govt. of Iran).