Preparation of hydrophilic C60(OH)10/2-hydroxypropyl-β-cyclodextrin nanoparticles for the treatment of a liver injury induced by an overdose of acetaminophen

Umezaki, Yoshitaka; Iohara, Daisuke; Anraku, Makoto; Ishitsuka, Yoichi; Irie, Tetsumi; Uekama, Kaneto; Hirayama, Fumitoshi

doi:10.1016/j.biomaterials.2014.12.032

Cited by 30 publications

(36 citation statements)

References 37 publications

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“…It was probably due to that the host-guest interaction between CHOL in the terminal of PLA and β-CD Engineered SCMs Control Drug Release 695 unit in PCD improved the compactness and stability of micelle. Micelles of all four groups were stable in phosphate-buffered saline (PBS) at pH 7.4 during a period of 21 days, indicating that the micelles possessed the potential as appropriate nanocarriers for DOX [16] . In addition, the sizes of the nanoparticles at around 50−100 nm are suitable for passive absorption in tumor site via the enhanced permeability and retention (EPR) effect as well as prolonged circulation in body.…”

Section: Scheme 1 Preparation Of Pcd Cscm/dox For Sustained Intracellmentioning

confidence: 98%

Poly(β-cyclodextrin)-mediated polylactide-cholesterol stereocomplex micelles for controlled drug delivery

et al. 2017

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A series of host-guest interaction-adjusted polylactide stereocomplex micelles was prepared via the self-assembly of 4-armed poly(ethylene glycol)-block-poly(L-lactide/D-lactide)-cholesterol (4-armed PEG-b-PLLA/PDLA-CHOL) and poly(β-cyclodextrin) (PCD) with the molar ratios of CHOL/β-CD at 1 : 0.5, 1 : 1, and 1 : 2 in an aqueous environment. The hydrodynamic diameters of the micelles ranged from 84.1 nm to 107 nm depending on the molar ratio of CHOL/β-CD. It was shown that the micelle with the largest proportion of PCD possessed excellent abilities in drug release, cell internalization as well as proliferation inhibitory effect toward human A549 lung cancer cells. The results demonstrated that the stereocomplex and host-guest interactions-mediated PLA micelles exhibited great potential in sustained drug delivery.In recent years, self-assembled polyester micelles have attracted a great deal of attention in the application for drug delivery, mainly due to its optimal biodegradability and biocompatibility [1,2] . Hydrophilic poly(ethylene glycol) (PEG) and hydrophobic polylactide (PLA) are universally used components in block copolymers, and such copolymers have shown distinctive properties in multiple studies [3,4] . Poly(L-lactide) (PLLA) and poly(Dlactide) (PDLA) are two stereoisomeric structures of PLA. In more recent studies, PEG-PLLA and PEG-PDLA copolymers were blended into stereocomplex systems of PEG-PLLA/PDLA [5,6] . It was reported that compared with isotactic polymers, the constructed stereocomplex micelles showed enhanced kinetic stability [7] , higher drug loading efficiency [8] , and more sustained drug release [9] .Cyclodextrins (CDs) are a kind of macrocyclic oligosaccharides consisting of six to eight α-Dglucopyranoside units in a ring linked by α-1,4-glycosidic bond. CDs feature distinctive construction where all polar groups are located at the surface, forming a relatively nonpolar cavity to combine various lipophilic guest molecules [10,11] , including adamantane (ADA), cholesterol (CHOL), and aromatic compounds, etc. Therefore, CDs hold enormous potential in forming host-guest inclusion systems for drug delivery. As a member of CDs whose application has been approved by the US Food and Drug Administration (FDA), β-CD is made up of seven glucopyranoside monomers and has gained wide attention due to its inclusion formation capability, along

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Section: Scheme 1 Preparation Of Pcd Cscm/dox For Sustained Intracellmentioning

confidence: 98%

Poly(β-cyclodextrin)-mediated polylactide-cholesterol stereocomplex micelles for controlled drug delivery

et al. 2017

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“…[18][19][20] In a previous study, we reported on the preparation of a hydrophilic C 60 (OH) 10 /2-hydroxypropyl-b-cyclodextrin (HP-b-CD) nanoparticle with a particle size less than 50 nm. 21 The resulting C 60 (OH) 10 /HP-b-CD nanoparticles are stable for over 1 month in water and no evidence of aggregation was found. Furthermore, the intraperitoneal administration of the nanoparticle showed a protective effect against liver injury induced by an overdose of acetaminophen (APAP), due to the suppression of the formation of reactive nitrogen species such as peroxynitrite (ONOO À ), which act as critical mediators of the injury.…”

Section: Introductionmentioning

confidence: 95%

In Vitro and In Vivo Evaluation of Hydrophilic C 60 (OH) 10 /2-Hydroxypropyl-β-cyclodextrin Nanoparticles as an Antioxidant

Iohara

Umezaki

Anraku

et al. 2016

Journal of Pharmaceutical Sciences

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The objective of this study was to assess the antioxidant ability of C60(OH)10/2-hydroxypropyl-β-cyclodextrin (HP-β-CD) nanoparticles, by comparing their scavenging ability for reactive nitrogen species, their cytoprotective effects under conditions of oxidative stress, and their therapeutic effects against diseases that are induced by oxidative stress. The C60(OH)10/HP-β-CD nanoparticles had a higher scavenging activity against nitric acid and peroxynitrite (ONOO(-)) than the other antioxidants such as ascorbic acid, trolox, and edaravone. The cytoprotective effect of C60(OH)10/HP-β-CD nanoparticles was examined on HeLa and HepG2 cells by monitoring the percentage of cell death induced by H2O2. Treatment with C60(OH)10/HP-β-CD nanoparticles resulted in an increase in cell viability, due to the suppression of the oxidative stress. Furthermore, the nanoparticles had a high cytoprotective effect, compared with other polyhydroxylated C60 (C60(OH)24 and C60(OH)40). The C60(OH)10/HP-β-CD nanoparticles were intravenously administered to mice with a liver injury induced by an over dose of acetaminophen. Levels of alanine transaminase and aspartate transaminase were essentially the same as those of normal mice and the survival rate was also prolonged by the intravenous administration of the C60(OH)10/HP-β-CD nanoparticles. The results indicate that C60(OH)10/HP-β-CD nanoparticles are a promising antioxidant for use in the treatment of diseases caused by oxidative stresses.

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“…PEG-C(60)-3 and PTX-C(60)-2 significantly reduced A (25-35-) induced cytotoxicity, with comparable activities in decreasing reactive oxygen species and maintaining the mitochondrial membrane potential. A (25)(26)(27)(28)(29)(30)(31)(32)(33)(34)(35) treatment caused adenosine monophosphate-activated protein kinase-associated autophagy. Cytoprotection by PEG-C(60)-3 and PTX-C(60)-2 was partially diminished by an autophagy inhibitor, indicating that the caused autophagy and antioxidative activities protected cells from A damage [19].…”

Section: Neuroprotectionmentioning

confidence: 99%

“…In addition, these molecules significantly increase the number of hair follicles. Finally, the most recent paper on the treatment of liver injury with C 60 derivative tells us that interest in fullerene application is still high [30].…”

Section: Therapeutic Agentsmentioning

confidence: 99%

“…In the research of Eropkin and coworkers, different forms of fullerenols demonstrated dual activity. Fullerenols C 60 (OH) [18][19][20][21][22][23][24] and C 60 (OH) [30][31][32][33][34][35][36][37][38] showed a protective effect against UVA-induced phototoxicity as well as broad spectrum of antiviral activity in vitro against actual strains of human influenza virus A(H1N1) and A(H3N2), avian influenza A(H5N1), human herpes simplex virus, adenovirus, and respiratory-syncytial virus. Fullerenols did not show toxic effects toward human and animal cells of various tissue origins [10].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Applications of Anti/Prooxidant Fullerenes in Nanomedicine along with Fullerenes Influence on the Immune System

Petrović

Seke

Srdjenović

et al. 2015

Journal of Nanomaterials

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Fullerenes are molecules that, due to their unique structure, have very specific chemical properties which offer them very wide array of applications in nanomedicine. The most prominent are protection from radiation-induced injury, neuroprotection, drug and gene delivery, anticancer therapy, adjuvant within different treatments, photosensitizing, sonosensitizing, bone reparation, and biosensing. However, it is of crucial importance to be elucidated how fullerenes immunomodulate human system of defense. In addition, the most current research, merging immunology and nanomedicine, results in development of nanovaccines, which may represent the milestone of future treatment of diseases. Protection from Radiation-Induced Injury, Ionizing Radiation, and UVAThe main event during exposure of living organisms to ionizing radiation is DNA damage and formation of DNA double-strand breaks. Two mechanisms are involved: direct damage of DNA by the radiation energy or indirect damage mediated through reactive oxygen species such as radicals,

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Preparation of hydrophilic C60(OH)10/2-hydroxypropyl-β-cyclodextrin nanoparticles for the treatment of a liver injury induced by an overdose of acetaminophen

Cited by 30 publications

References 37 publications

Poly(β-cyclodextrin)-mediated polylactide-cholesterol stereocomplex micelles for controlled drug delivery

Poly(β-cyclodextrin)-mediated polylactide-cholesterol stereocomplex micelles for controlled drug delivery

In Vitro and In Vivo Evaluation of Hydrophilic C 60 (OH) 10 /2-Hydroxypropyl-β-cyclodextrin Nanoparticles as an Antioxidant

Applications of Anti/Prooxidant Fullerenes in Nanomedicine along with Fullerenes Influence on the Immune System

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