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Functionalization of carboxylated multiwall nanotubes with imidazole derivatives and their toxicity investigations.

Azizian J, Tahermansouri H, Biazar E, Heidari S, Khoei DC - Int J Nanomedicine (2010)

Bottom Line: Imidazoles and their derivatives are compounds with chemotherapeutic applications.These functionalizations were chosen due to -NH(2) and NHCO active sites in MWNT-amide for future application.Cellular results did not show any toxicity change in modified samples from that of the reference samples.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Science and Research branch, Islamic Azad University, Ponak, Tehran, Iran. j-azizian@cc.sbu.ac.ir

ABSTRACT
Imidazoles and their derivatives are compounds with chemotherapeutic applications. In this study, we investigated the chemical functionalization of carboxylated multiwalled carbon nanotubes (MWNT-COOH) by 1,2-phenylendiamine. Multiwalled nanotube (MWNT)-benzimidazole was obtained by an MWNT-amide reaction with POCl(3) after 72 hours, which was confirmed by Fourier transform infrared, scanning electron microscopy, thermal gravimetric analysis, and elemental analysis. These functionalizations were chosen due to -NH(2) and NHCO active sites in MWNT-amide for future application. Toxicity assays with fibroblast cells and MTT test for measurement of viable cell numbers were also performed. Cellular results did not show any toxicity change in modified samples from that of the reference samples.

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Thermal gravimetric analysis curves of modified multiwalled carbon nanotubes in air (10°C/min).
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f5-ijn-5-907: Thermal gravimetric analysis curves of modified multiwalled carbon nanotubes in air (10°C/min).

Mentions: Figure 5 provides quantitative information on nanotube functionalization from the TGA results. In TGA graphs of MWNT–amide and MWNT–benzimidazole, two distinct decompositions are observable. The first one (below 360°C) can be assigned to the aromatic amine and benzimidazole of MWNT–amide and MWNT–benzimidazole, respectively, while the second one (above 360°C) is related to the nanotube as compared with the MWNT–COOH thermogram. If the mass loss of the MWNT–COOH at 360°C (0.88%) is used as the reference, the mass loss of functionalized MWNT by 1,2-phenylendiamine and benzimidazole of MWNT–amide and MWNT–benzimidazole at 360°C is about 19% and 11.4%, respectively. These results indicate that there is one amide group for MWNT–amide per 47.9 and one benzimidazole group for MWNT–benzimidazole per 75.8 carbon atoms of MWNT, respectively. Figure 6 shows cellular images for this sample. Half of the cells in all three cases live. MTT analysis was also corroborated, as shown in Table 2.


Functionalization of carboxylated multiwall nanotubes with imidazole derivatives and their toxicity investigations.

Azizian J, Tahermansouri H, Biazar E, Heidari S, Khoei DC - Int J Nanomedicine (2010)

Thermal gravimetric analysis curves of modified multiwalled carbon nanotubes in air (10°C/min).
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC2990384&req=5

f5-ijn-5-907: Thermal gravimetric analysis curves of modified multiwalled carbon nanotubes in air (10°C/min).
Mentions: Figure 5 provides quantitative information on nanotube functionalization from the TGA results. In TGA graphs of MWNT–amide and MWNT–benzimidazole, two distinct decompositions are observable. The first one (below 360°C) can be assigned to the aromatic amine and benzimidazole of MWNT–amide and MWNT–benzimidazole, respectively, while the second one (above 360°C) is related to the nanotube as compared with the MWNT–COOH thermogram. If the mass loss of the MWNT–COOH at 360°C (0.88%) is used as the reference, the mass loss of functionalized MWNT by 1,2-phenylendiamine and benzimidazole of MWNT–amide and MWNT–benzimidazole at 360°C is about 19% and 11.4%, respectively. These results indicate that there is one amide group for MWNT–amide per 47.9 and one benzimidazole group for MWNT–benzimidazole per 75.8 carbon atoms of MWNT, respectively. Figure 6 shows cellular images for this sample. Half of the cells in all three cases live. MTT analysis was also corroborated, as shown in Table 2.

Bottom Line: Imidazoles and their derivatives are compounds with chemotherapeutic applications.These functionalizations were chosen due to -NH(2) and NHCO active sites in MWNT-amide for future application.Cellular results did not show any toxicity change in modified samples from that of the reference samples.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Science and Research branch, Islamic Azad University, Ponak, Tehran, Iran. j-azizian@cc.sbu.ac.ir

ABSTRACT
Imidazoles and their derivatives are compounds with chemotherapeutic applications. In this study, we investigated the chemical functionalization of carboxylated multiwalled carbon nanotubes (MWNT-COOH) by 1,2-phenylendiamine. Multiwalled nanotube (MWNT)-benzimidazole was obtained by an MWNT-amide reaction with POCl(3) after 72 hours, which was confirmed by Fourier transform infrared, scanning electron microscopy, thermal gravimetric analysis, and elemental analysis. These functionalizations were chosen due to -NH(2) and NHCO active sites in MWNT-amide for future application. Toxicity assays with fibroblast cells and MTT test for measurement of viable cell numbers were also performed. Cellular results did not show any toxicity change in modified samples from that of the reference samples.

Show MeSH
Related in: MedlinePlus