Online citations, reference lists, and bibliographies.

The Enzyme-sensitive Release Of Prodigiosin Grafted β-cyclodextrin And Chitosan Magnetic Nanoparticles As An Anticancer Drug Delivery System: Synthesis, Characterization And Cytotoxicity Studies.

Banafsheh Rastegari, H. R. Karbalaei-Heidari, S. Zeinali, H. Sheardown
Published 2017 · Medicine, Chemistry
Cite This
Download PDF
Analyze on Scholarcy
Share
In present investigation, two glucose based smart tumor-targeted drug delivery systems coupled with enzyme-sensitive release strategy are introduced. Magnetic nanoparticles (Fe3O4) were grafted with carboxymethyl chitosan (CS) and β-cyclodextrin (β-CD) as carriers. Prodigiosin (PG) was used as the model anti-tumor drug, targeting aggressive tumor cells. The morphology, properties and composition and grafting process were characterized by transmission electron microscope (TEM), Fourier transform infrared spectroscopy (FT-IR), vibration sample magnetometer (VSM), X-ray diffraction (XRD) analysis. The results revealed that the core crystal size of the nanoparticles synthesized were 14.2±2.1 and 9.8±1.4nm for β-CD and CS-MNPs respectively when measured using TEM; while dynamic light scattering (DLS) gave diameters of 121.1 and 38.2nm. The saturation magnetization (Ms) of bare magnetic nanoparticles is 50.10emucm-3, while modification with β-CD and CS gave values of 37.48 and 65.01emucm-3, respectively. The anticancer compound, prodigiosin (PG) was loaded into the NPs with an encapsulation efficiency of approximately 81% for the β-CD-MNPs, and 92% for the CS-MNPs. This translates to a drug loading capacity of 56.17 and 59.17mg/100mg MNPs, respectively. Measurement of in vitro release of prodigiosin from the loaded nanocarriers in the presence of the hydrolytic enzymes, alpha-amylase and chitosanase showed that 58.1 and 44.6% of the drug was released after one-hour of incubation. Cytotoxicity studies of PG-loaded nanocarriers on two cancer cell lines, MCF-7 and HepG2, and on a non-cancerous control, NIH/3T3 cells, revealed that the drug loaded nanoparticles had greater efficacy on the cancer cell lines. The selective index (SI) for free PG on MCF-7 and HepG2 cells was 1.54 and 4.42 respectively. This parameter was reduced for PG-loaded β-CD-MNPs to 1.27 and 1.85, while the SI for CS-MNPs improved considerably to 7.03 on MCF-7 cells. Complementary studies by fluorescence and confocal microscopy and flow cytometry confirm specific targeting of the nanocarriers to the cancer cells. The results suggest that CS-MNPs have higher potency and are better able to target the prodigiosin toxicity effect on cancerous cells than β-CD-MNPs.
This paper references
10.1155/2012/813958
One-step method for preparation of magnetic nanoparticles coated with chitosan
Karla M. Gregorio-Jáuregui (2012)
10.1021/ar200044b
Surface-engineered magnetic nanoparticle platforms for cancer imaging and therapy.
Jin Xie (2011)
10.1016/J.EJPHAR.2007.06.054
Mechanisms of prodigiosin cytotoxicity in human neuroblastoma cell lines.
Roser Francisco (2007)
10.1680/BBN.12.00014
Magnetic iron oxide nanoparticles: synthesis and applications
Chengyin Fu (2012)
10.1016/j.addr.2012.11.006
Pharmacokinetic considerations for targeted drug delivery.
Fumiyoshi Yamashita (2013)
10.1016/J.BEJ.2008.07.009
Synthesis, characterization and MRI application of dextran-coated Fe3O4 magnetic nanoparticles
R. Y. Hong (2008)
10.1016/j.addr.2012.09.037
Liposomal drug delivery systems: from concept to clinical applications.
Theresa M. Allen (2013)
10.1016/j.ijpharm.2014.10.024
Hepatoma-targeting and pH-sensitive nanocarriers based on a novel D-galactopyranose copolymer for efficient drug delivery.
Y. Ding (2014)
The prodigiosins
R. Pérez-Tomás (1452)
10.1016/j.addr.2011.02.002
Prodrugs for improving tumor targetability and efficiency.
Rubi Mahato (2011)
10.1016/j.ejpb.2012.09.001
pH-Dependent doxorubicin release from terpolymer of starch, polymethacrylic acid and polysorbate 80 nanoparticles for overcoming multi-drug resistance in human breast cancer cells.
Alireza Shalviri (2012)
10.1021/cr5004634
Mechanisms of drug release in nanotherapeutic delivery systems.
Pamela T Wong (2015)
10.3322/caac.21220
Colorectal cancer statistics, 2014.
Rebecca L Siegel (2014)
10.1590/S1807-59322011000600008
GLUT1 expression in malignant tumors and its use as an immunodiagnostic marker
Katia Carvalho (2011)
10.1002/3527608982.ch14
Pharmaceutical Applications of Cyclodextrins and Their Derivatives
Kaneto Uekama (2006)
10.2147/IJN.S47129
Nanomedicine for drug targeting: strategies beyond the enhanced permeability and retention effect
Hayley Nehoff (2014)
10.2174/092986710791331103
New insights on the antitumoral properties of prodiginines.
Ricardo Pérez-Tomás (2010)
10.1248/BPB.30.2365
Relationship between drug release of DE-310, macromolecular prodrug of DX-8951f, and cathepsins activity in several tumors.
Yoshinobu Shiose (2007)
10.1016/B978-0-12-405191-1.00012-0
Synthesis
Philip R. Wakeley (2013)
10.1042/bj2720493
Characterization of the human lysosomal alpha-glucosidase gene.
L. Hoefsloot (1990)
10.1007/S10847-008-9507-4
Water-insoluble β-cyclodextrin polymer crosslinked by citric acid: synthesis and adsorption properties toward phenol and methylene blue
Dong Zhao (2009)
10.1016/J.COLSURFA.2010.06.018
Synthesis of carboxymethyl-β-cyclodextrin conjugated magnetic nano-adsorbent for removal of methylene blue
Abu Zayed Md. Badruddoza (2010)
10.1016/j.jmmm.2006.01.250
In situ hybridization to chitosan/magnetite nanocomposite induced by the magnetic field
B. Li (2006)
10.3390/ma3074051
Synthesis and Characterization of Multifunctional Chitosan-MnFe2O4 Nanoparticles for Magnetic Hyperthermia and Drug Delivery
Dong-Hyun Kim (2010)
10.1016/j.ygeno.2004.08.010
Genes of glycolysis are ubiquitously overexpressed in 24 cancer classes.
B. Altenberg (2004)
10.1021/cr068445e
Magnetic iron oxide nanoparticles: synthesis, stabilization, vectorization, physicochemical characterizations, and biological applications.
S. Laurent (2008)
10.1016/j.resmic.2016.05.005
Sulfate as a pivotal factor in regulation of Serratia sp. strain S2B pigment biosynthesis.
Banafsheh Rastegari (2016)
10.2174/97816080518921110101
Glucose Homeostasis and Insulin Resistance
Leszek Szablewski (2011)
10.4067/S0716-97602002000100004
Glucose transporters: expression, regulation and cancer.
Rodolfo A Medina (2002)
10.1038/srep21629
Glucose is a key driver for GLUT1-mediated nanoparticles internalization in breast cancer cells
Leonardo Venturelli (2016)
10.1016/J.APSUSC.2009.04.199
Fabrication of cyclodextrin-functionalized superparamagnetic Fe3O4/amino-silane core–shell nanoparticles via layer-by-layer method
Haining Cao (2009)
10.1016/j.jhazmat.2011.03.086
Humic acid coated Fe3O4 magnetic nanoparticles as highly efficient Fenton-like catalyst for complete mineralization of sulfathiazole.
H. Niu (2011)
10.1007/s11051-012-0873-x
Synthesis and surface modification of uniform MFe2O4 (M = Fe, Mn, and Co) nanoparticles with tunable sizes and functionalities
Lourdes I. Cabrera (2012)
10.1016/j.aca.2014.05.037
One-pot synthesis of magnetic colloidal nanocrystal clusters coated with chitosan for selective enrichment of glycopeptides.
Chunli Fang (2014)
10.1016/j.addr.2014.05.005
Nanoparticle targeting of anti-cancer drugs that alter intracellular signaling or influence the tumor microenvironment.
Mathumai Kanapathipillai (2014)
10.1166/jcp.2009.1029
Controlled Synthesis and Properties of Carboxymethyl Chitosan-Bound Magnetic Nanoparticles
Wei Zhang (2009)
10.1016/j.addr.2009.11.002
Design and fabrication of magnetic nanoparticles for targeted drug delivery and imaging.
O. Veiseh (2010)
10.1166/jbn.2009.1038
Curcumin loaded pH-sensitive nanoparticles for the treatment of colon cancer.
Dandekar Prajakta (2009)
10.1016/j.bmc.2016.02.020
Interaction of prodigiosin with HSA and β-Lg: Spectroscopic and molecular docking studies.
Banafsheh Rastegari (2016)
10.1007/s00018-009-0053-z
Nanocarriers’ entry into the cell: relevance to drug delivery
Hervé Hillaireau (2009)
10.1016/j.jconrel.2010.01.036
Endocytosis of nanomedicines.
Gaurav Sahay (2010)
10.1016/S0169-409X(00)00118-6
Nanosuspensions as particulate drug formulations in therapy. Rationale for development and what we can expect for the future.
R. Mueller (2001)
10.1007/s10853-013-7208-x
A simple route to form magnetic chitosan nanoparticles from coaxial-electrospun composite nanofibers
B. Wang (2013)
10.1097/MCO.0b013e32833a5577
Glucose metabolism in cancer cells
Alessandro Annibaldi (2010)
10.1016/j.jconrel.2010.08.027
To exploit the tumor microenvironment: Passive and active tumor targeting of nanocarriers for anti-cancer drug delivery.
Fabienne Danhier (2010)
10.1007/s11051-012-0964-8
Synthesis optimization and characterization of chitosan-coated iron oxide nanoparticles produced for biomedical applications
Gozde Unsoy (2012)
10.3322/caac.21395
Colorectal cancer statistics, 2017.
R. Siegel (2017)
Cancer incidence and mortality worldwide
J. Erlay (2012)
10.1021/bm049593m
Rheometric study of the gelation of chitosan in aqueous solution without cross-linking agent.
A. Montembault (2005)
10.1016/S0006-2952(03)00496-9
The prodigiosins, proapoptotic drugs with anticancer properties.
R. Pérez-Tomás (2003)
10.1016/j.colsurfb.2015.03.028
Folate mediated self-assembled phytosterol-alginate nanoparticles for targeted intracellular anticancer drug delivery.
Jianting Wang (2015)
10.1016/J.JIEC.2014.12.020
Chitosan coated magnetic nanoparticles as nano-adsorbent for efficient removal of mercury contents from industrial aqueous and oily samples
S. Nasirimoghaddam (2015)
10.1016/j.addr.2012.09.041
Targeting receptor-mediated endocytotic pathways with nanoparticles: rationale and advances.
S. Xu (2013)
10.1128/iai.65.5.1734-1741.1997
Alveolar macrophage priming by intravenous administration of chitin particles, polymers of N-acetyl-D-glucosamine, in mice.
Y. Shibata (1997)
10.1021/js960075u
Pharmaceutical applications of cyclodextrins. 2. In vivo drug delivery.
R. Rajewski (1996)
10.1517/17425247.2014.924501
Superparamagnetic iron oxide nanoparticles for delivery of therapeutic agents: opportunities and challenges
Sophie Laurent (2014)
10.1007/s11033-014-3764-7
The Warburg effect: molecular aspects and therapeutic possibilities
Hanh Ngo (2014)
10.1016/j.addr.2012.10.003
Advanced materials and processing for drug delivery: the past and the future.
Y. Zhang (2013)
10.1021/bc800238f
Systematic research of peptide spacers controlling drug release from macromolecular prodrug system, carboxymethyldextran polyalcohol-peptide-drug conjugates.
Y. Shiose (2009)
10.1124/pr.58.1.8
Uptake Pathways and Subsequent Intracellular Trafficking in Nonviral Gene Delivery
I. Khalil (2006)
10.1088/0957-4484/19/26/265602
Cyclodextrin conjugated magnetic colloidal nanoparticles as a nanocarrier for targeted anticancer drug delivery.
S. S. Banerjee (2008)



This paper is referenced by
10.1186/s12951-018-0422-6
In vitro and in vivo accumulation of magnetic nanoporous silica nanoparticles on implant materials with different magnetic properties
H. C. Janßen (2018)
10.1007/s11224-018-1233-y
Polycaprolactone nanocomposite systems used to deliver ifosfamide anticancer drug: molecular dynamics simulations
Azin Mazloom-Jalali (2018)
10.1080/17425247.2020.1737671
Applications of Fourier transform infrared spectroscopy to pharmaceutical preparations
Yijie Song (2020)
10.2174/1574888X13666180912142028
Chitosan in Biomedical Engineering: A Critical Review.
Shabnam Mohebbi (2019)
10.1007/978-3-030-10614-0_38-1
Iron Oxide-Based Polymeric Magnetic Nanoparticles for Drug and Gene Delivery: In Vitro and In Vivo Applications in Cancer
Serap Yalçın (2019)
10.1016/j.jddst.2019.101278
Antioxidant and anti-cancer activity of Dunaliella salina extract and oral drug delivery potential via nano-based formulations of gum Arabic coated magnetite nanoparticles
Hajar Zamani (2019)
10.1016/j.msec.2018.11.031
Cyclodextrin-based delivery systems for cancer treatment.
Dongjing Zhang (2019)
10.1016/j.ijpharm.2019.118864
Composite alkali polysaccharide supramolecular nanovesicles improve biocharacteristics and anti-lung cancer activity of natural phenolic drugs via oral administration.
Yu-Ru Huang (2019)
10.1016/j.apsusc.2020.146559
Design, synthesis and application of new iron-based cockscomb-like photocatalyst for high effectively degrading water contaminant under sunlight
Siwei Yang (2020)
10.3390/polym12040991
A Smart Strategy to Improve t-Resveratrol Production in Grapevine Cells Treated with Cyclodextrin Polymers Coated with Magnetic Nanoparticles
Lorena Almagro (2020)
10.3390/ijms20092055
Multifunctional Coating to Simultaneously Encapsulate Drug and Prevent Infection of Radiopaque Agent
Jiaying Li (2019)
10.1002/adfm.201909049
Recent Advances in Host–Guest Self‐Assembled Cyclodextrin Carriers: Implications for Responsive Drug Delivery and Biomedical Engineering
Jitendra Wankar (2020)
10.1016/j.jddst.2020.101813
Progresses in targeted drug delivery systems using chitosan nanoparticles in cancer therapy: A mini-review
Elham Rostami (2020)
10.1002/AOC.4513
Visible-light-driven photocatalytic degradation of fenpyroximate in rotating packed bed reactor using Fe3O4@PbS@Ni2P magnetic nanocomposite photocatalyst: Response surface modelling and optimization: Visible light photocatalytic degradation of fenpyroximate
Soleiman Mosleh (2018)
10.3390/polym9120689
Preparation, Characterization and Application of Polysaccharide-Based Metallic Nanoparticles: A Review
C. Wang (2017)
10.1016/j.jconrel.2019.05.028
Growth factor delivery: Defining the next generation platforms for tissue engineering.
Lilith M Caballero Aguilar (2019)
10.1016/j.xphs.2018.03.021
Role of Cyclodextrins in Nanoparticle-Based Drug Delivery Systems.
Haley Shelley (2018)
10.3390/molecules25051212
A Cyclodextrin-Based Controlled Release System in the Simulation of In Vitro Small Intestine
D. Zheng (2020)
10.1007/s10853-018-2684-7
Folate-conjugated zein/Fe3O4 nanocomplexes for the enhancement of cellular uptake and cytotoxicity of gefitinib
Jiafeng Pang (2018)
10.2174/1568009619666191007112516
Natural DNA Intercalators as Promising Therapeutics for Cancer and Infectious Diseases.
Martyna Godzieba (2019)
10.1007/978-3-030-01881-8_1
Advances in Drug Delivery Strategies for Microbial Healthcare Products
José Manuel Ageitos (2019)
Semantic Scholar Logo Some data provided by SemanticScholar