Dataset Information

Molecular dynamics simulation study of doxorubicin adsorption on functionalized carbon nanotubes with folic acid and tryptophan.

ABSTRACT: In this work, molecular dynamics (MD) simulation is used to study the adsorption of the anticancer drug, doxorubicin (DOX), on the wall or surface of pristine and functionalized carbon nanotubes (FCNTs) in an aqueous solution. Initially, the CNTs were functionalized by tryptophan (Trp) and folic acid (FA), and then the DOX molecules were added to the system. The simulation results showed that the drug molecules can intensely interact with the FCNTs at physiological pH. Furthermore, it was found that as a result of functionalization, the solubility of FCNTs in an aqueous solution increases significantly. The effect of pH variation on drug release from both pristine and FCNTs was also investigated. The obtained results indicated that in acidic environments due to protonation of functional groups (Trp) and as a result of repulsive interaction between the DOX molecule and functional groups, the release of DOX molecules from FCNT's surface is facilitated. The drug release is also strongly dependent on the pH and protonated state of DOX and FCNT.

SUBMITTER: Arabian T

PROVIDER: S-EPMC8688492 | biostudies-literature | 2021 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Publications

Molecular dynamics simulation study of doxorubicin adsorption on functionalized carbon nanotubes with folic acid and tryptophan.

Arabian Tahereh T Amjad-Iranagh Sepideh S Halladj Rouein R

Scientific reports 20211220 1

In this work, molecular dynamics (MD) simulation is used to study the adsorption of the anticancer drug, doxorubicin (DOX), on the wall or surface of pristine and functionalized carbon nanotubes (FCNTs) in an aqueous solution. Initially, the CNTs were functionalized by tryptophan (Trp) and folic acid (FA), and then the DOX molecules were added to the system. The simulation results showed that the drug molecules can intensely interact with the FCNTs at physiological pH. Furthermore, it was found ...[more]

PMID: 34930942

Similar Datasets

Project description:This study investigated the removal of Total Organic Carbon (TOC) from produced water by batch adsorption process using adsorbents developed from Multi-Walled Carbon Nanotubes (MWCNTs). The MWCNTs, synthesized by catalytic chemical vapour deposition method using kaolin-supported tri-metallic (iron-cobalt-nickel) catalyst were purified by H2SO4/HNO3 and then functionalized with 1-pyrenebutanoic acid N-hydroxyl succinimidyl ester (PSE). The raw, purified and functionalized MWCNTs were characterized by High Resolution Scanning Electron Microscopy (HRSEM), High Resolution Transmission Electron Microscopy (HRTEM), Brunauer-Emmett-Teller (BET) and Fourier Transform Infrared Spectroscopy (FTIR). In the results, HRSEM/HRTEM revealed the structure, purity and also confirmed the attachment of the PSE molecule onto the nano-adsorbent(s). The BET surface areas of MWCNTs, PMWCNTs and FMWCNTs were 970.17, 869.25 and 831.80 m2/g, respectively while the FTIR established the existence of surface functional groups. The functionalized MWCNTs (FMWCNTs) nano-adsorbent showed superior performance efficiency (93.6%) than the purified MWCNTs (PMWCNTs) (79.2%) as examined under the same batch adsorption condition: 0.02 g adsorbent dosage, 10-90 min contact time and 30 °C solution temperature probably, due the improved wettability resulted from incorporation of PSE. Subsequently, Central Composite Design (CCD) was applied to optimize the process parameters for the sorption of TOC onto FMWCNTs. The CCD in the response surface methodology predicted 260 mg/g adsorption capacity of FMWCNTs in the removal of TOC at the optimum condition of 49.70 min contact time, 34.81 °C solution temperature, and 0.02 g adsorbent dosage. The kinetics data were best described by pseudo-second-order model and thermodynamic parameters suggested that the process was feasible, spontaneous and exothermic. It can be inferred from the various analysis conducted that the developed FMWCNTs nano-adsorbent is effective for removal of TOC from oil-produced water and may be explored for removal of organic contaminants from other industrial wastewater.

Project description:Two widely used anticancer drugs, doxorubicin (DOX) and paclitaxel (PTX), possess distinct physical properties and chemotherapy specificity. In order to investigate their interaction mechanism with single-walled carbon nanotubes (SWCNTs), co-loading and releasing from the SWCNTs, all-atom molecular dynamics (MD) simulations were firstly carried out for different SWCNT systems, followed by binding free energy calculation with MM-PBSA. The results indicate that the co-loading of DOX and PTX onto the pristine SWCNT is exothermic and spontaneous. The DOX molecules predominantly interact with the SWCNT via ?-? stacking through the conjugated aromatic rings, while the separated aromatic rings of PTX also primarily interact with the SWCNT through ?-? stacking yet supplemented by an X-? (X = C-H, N-H and C[double bond, length as m-dash]O) interaction. Moreover, the strongest binding of DOX and PTX with the pristine SWCNT shows similar strength (?G: -32.0 vs. -33.8 kcal mol-1). For the chitosan functionalized SWCNT (f-SWCNT), the DOX and PTX molecules still prefer binding to the sidewall of the CNT rather than binding with the polymer, and the non-covalent functionalization of the SWCNT with chitosan decreases the binding of DOX and PTX with the sidewall of the f-SWCNT as compared with the DOX/PTX-SWCNT system (?G: -24.0 and -21.9 kcal mol-1). The protonation of chitosan and drug molecules further weakens the interaction between DOX/PTX and the f-SWCNT, and shows a consequent displacement of the drug molecules, triggering the release of the drugs. The variation of binding strength of the three systems (DOX/PTX-SWCNT, DOX/PTX-f-SWCNT, and DOXH+/PTXH+-f-SWCNT) was also discussed in terms of the histogram or frequency of the distance from the drugs to the SWCNT. In addition, the encapsulation of two DOX molecules by the f-SWCNT is considerably stronger than the binding of the other six drug molecules to the sidewall, indicating that the encapsulation of anticancer drugs may also play a very important role and should be considered in the drug delivery.

Project description:This study concerns the development of folic acid (FA)-functionalized iron oxide condensed colloidal magnetic clusters for a more selective delivery of doxorubicin (DOX) to tumor cancer cells overexpressing the folate receptor. Alginate-coated condensed magnetic nanoparticles (co-MIONs) were synthesized via an alkaline precipitation method of an iron precursor in the presence of sodium alginate. Poly(ethylene glycol) (OH-PEG-NH2) was conjugated to the carboxylic acid end group of alginate and folic acid (FA) was conjugated to the hydroxyl terminal group of PEG to produce folate-functionalized, pegylated co-MIONS (Mag-Alg-PEG-FA). The physicochemical properties of nanoparticles were fully characterized. DOX was loaded on the nanoparticles, and the cellular uptake and anticancer efficacy of the nanoparticles were examined in cancer cell lines expressing and not expressing the folate receptor. The biocompatibility of the carrier (blank nanoparticles) was also evaluated by cytocompatibility and hemocompatibility experiments. The nanoparticles exhibited sustained DOX release in aqueous buffers and biorelevant media, which was responsive to pH and external alternating current magnetic fields. The effect of the magnetic field on DOX percentage release appeared to be independent of the timing (onset time) of magnetic field application, providing flexibility to the magnetic control of drug release from the nanoparticles. The blank nanoparticles were not cytotoxic and did not cause hemolysis. The DOX-loaded and FA-functionalized nanoparticles exhibited increased uptake and caused increased apoptosis and cytotoxicity against the MDA-MB-231 cell line, expressing the folate receptor, compared to the MCF-7 cell line, not expressing the folate receptor. The application of a 0.5 T magnetic field during incubation of the nanoparticles with the cancer cells increased the cellular uptake and cytotoxicity of the nanoparticles. The obtained results indicate the potential of the folate-functionalized, pegylated co-MIONS for a more efficacious DOX delivery to cancer cells of solid tumors.

Dataset Information

Molecular dynamics simulation study of doxorubicin adsorption on functionalized carbon nanotubes with folic acid and tryptophan.

Publications

Molecular dynamics simulation study of doxorubicin adsorption on functionalized carbon nanotubes with folic acid and tryptophan.

Similar Datasets

OmicsDI is part of the ELIXIR infrastructure

Tweets