Functionalization of Single and Multi-Walled Carbon Nanotubes with Polypropylene Glycol Decorated Pyrrole for the Development of Doxorubicin Nano-Conveyors for Cancer Drug Delivery

Abstract

A recently reported functionalization of single and multi-walled carbon nanotubes, based on a cycloaddition reaction between carbon nanotubes and a pyrrole derived compound, was exploited for the formation of a doxorubicin (DOX) stacked drug delivery system. The obtained supramolecular nano-conveyors were characterized by wide-angle X-ray diffraction (WAXD), thermogravimetric analysis (TGA), high-resolution transmission electron microscopy (HR-TEM), and Fourier transform infrared (FT-IR) spectroscopy. The supramolecular interactions were studied by molecular dynamics simulations and by monitoring the emission and the absorption spectra of DOX. Biological studies revealed that two of the synthesized nano-vectors are effectively able to get the drug into the studied cell lines and also to enhance the cell mortality of DOX at a much lower effective dose. This work reports the facile functionalization of carbon nanotubes exploiting the “pyrrole methodology” for the development of novel technological carbon-based drug delivery systems.

Asymmetric flow field-flow fractionation as a multifunctional technique for the characterization of polymeric nanocarriers

“…The operational range of MALS normally lies between r g = 10 and 500 nm, covering the size range of most nanomaterials employed in drug delivery. There are some exceptions, though: for example, single-and multi-walled nanotubes, which have one dimension bordering on the micrometric range, have found several applications in the field of nanomedicine [85]. In general, objects with very high aspect ratio present challenges not only for MALS characterization, but for AF4 fractionation as well [86][87][88][89].…”

Tuning the Solubility Parameters of Carbon Nanotubes by Means of Their Adducts with Janus Pyrrole Compounds

“…The CNT functionalization technology discussed in this work paves the way for the most efficient transfer to the macroscale of the exceptional properties of CNTs. In a recent paper by some of the authors, CNTs were functionalized with the “pyrrole methodology” and were then used as nano-conveyors for cancer drug delivery [ 87 ].…”

Mechanistic Understanding From Molecular Dynamics Simulation in Pharmaceutical Research 1: Drug Delivery

“…PEGylation has been proposed for virtually every one of the nanoparticle types described in the previous section. This includes PEGylated carbon nanotubes (Pennetta et al, 2020), gold nanoparticles (Oroskar et al, 2016;Lin et al, 2017;Sun et al, 2019), silver nanoparticle (Pinzaru et al, 2018), silver-graphene nanoparticles (Habiba et al, 2015), nano-graphene (Zhang et al, 2014;Zhang Z. et al, 2020;Mahdavi et al, 2020), lipid micelles (Arleth et al, 2005;Viitala et al, 2019; Figure 6D), nanodiscs (Zhang et al, 2014), dendrimers (Kojima et al, 2000;Larson, 2009, 2011;Zhang et al, 2014), and a topic covered comprehensively in our previous review, liposomes (Bunker et al, 2016; Figures 6A,C).…”

“…Carbon Dots - (Erimban and Daschakraborty, 2020) Carbon Nanotubes - (Panczyk et al, 2013(Panczyk et al, , 2020Izadyar et al, 2016;Li et al, 2016a;Rungrotmongkol and Poo-arporn, 2016;Hashemzadeh and Raissi, 2017;Kamel et al, 2017;Wolski et al, 2017aWolski et al, , 2018Wolski et al, , 2020Wolski et al, , 2019Zaboli and Raissi, 2017;Karnati and Wang, 2018;Kavyani et al, 2018a,b;Zhang et al, 2018;Contreras et al, 2019;Dehneshin et al, 2019;Mortazavifar et al, 2019;Kordzadeh et al, 2019;Ghadri et al, 2020;Maleki et al, 2020;Pakdel et al, 2020;Pennetta et al, 2020) Dendrimers - (Kojima et al, 2000;Lee et al, 2002Maiti and Bagchi, 2006;Lee and Larson, 2008Vasumathi and Maiti, 2010;Nandy and Maiti, 2011;Huynh et al, 2012;Nandy et al, 2012Nandy et al, , 2013Jain et al, 2013Jain et al, , 2016Kłos and Sommer, 2013;Tian and Ma, 2013;Tu et al, 2013;Martinho et al, 2014;Wen et al, 2014;Jiang et al, 2015;…”