Biodegradable Core–Multishell Nanocarriers: Influence of Inner Shell Structure on the Encapsulation Behavior of Dexamethasone and Tacrolimus

Unbehauen, Michael; Fleige, Emanuel; Paulus, Florian; Schemmer, Brigitta; Mecking, Stefan; Moré, Sam Dylan; Haag, Rainer

doi:10.3390/polym9080316

Cited by 14 publications

(18 citation statements)

References 31 publications

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“…To obtain modified CMS nanocarriers, the syntheses of two previously published CMS nanocarriers (CMS‐E and CMS‐A, see Scheme S1, Supporting Information) were modified . In the previous syntheses, the diacid (2) was reacted first with the polyethylene glycol (PEG, 1) without a catalyst under high temperatures and low pressure to form the double shell (3).…”

Section: Resultsmentioning

confidence: 99%

“…[40] In brief, an excess of 1,18-octdecandioic acid and methoxy-poly(ethylene glycol) with a MW of 350 were heated up to 180°C under low pressure (0.5·10 -2 mbar) for 2h. [40] In brief, an excess of 1,18-octdecandioic acid and methoxy-poly(ethylene glycol) with a MW of 350 were heated up to 180°C under low pressure (0.5·10 -2 mbar) for 2h.…”

Section: Methodsmentioning

confidence: 99%

“…[27,40] In the previous syntheses, the diacid (2) was reacted first with the polyethylene glycol (PEG, 1) without a catalyst under high temperatures and low pressure to form the double shell (3). [27,40] In the previous syntheses, the diacid (2) was reacted first with the polyethylene glycol (PEG, 1) without a catalyst under high temperatures and low pressure to form the double shell (3).…”

Section: Synthesis Of the Functionalized Nanocarriersmentioning

confidence: 99%

“…[40] In the case of pCMS, the DF for the anchor molecule (AA) was calculated by first relating the signals assigned to the aromatic protons to the integral of the signals originating from the hPG backbone. In the case of the unfunctionalized CMS nanocarriers, this was done by comparing the aliphatic signal of the inner shell to the combined signal of the PEG/hPGbackbone as previously described.…”

Section: Synthesis Of the Functionalized Nanocarriersmentioning

confidence: 99%

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Tailor‐Made Core‐Multishell Nanocarriers for the Delivery of Cationic Analgesics to Inflamed Tissue

Unbehauen

Łabuz

Schwarzl

et al. 2019

Advanced Therapeutics

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U50,488H (U50) is a κ-opioid receptor agonist exerting effective analgesia in animal pain models. Yet, side effects such as sedation and depression-like symptoms mediated in the brain limit its therapeutic potential. In this study, tailor-made core-multishell (CMS) nanocarriers are presented containing U50 that, despite their small size, exhibit a pH-dependent retention effect via non-covalent interactions with the drug. The nanocarriers and their non-functionalized counterparts are characterized regarding their release properties in vitro, including a theoretical modeling of the release parameters which show the beneficial features of the additional functionalization. Finally, the U50-containing nanocarriers are tested in an in vivo rat model of inflammatory pain, with the results showing prolonged analgesic effect.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Synthesis Of the Functionalized Nanocarriersmentioning

confidence: 99%

Section: Synthesis Of the Functionalized Nanocarriersmentioning

confidence: 99%

See 2 more Smart Citations

Tailor‐Made Core‐Multishell Nanocarriers for the Delivery of Cationic Analgesics to Inflamed Tissue

Unbehauen

Łabuz

Schwarzl

et al. 2019

Advanced Therapeutics

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“…Polyglycerin has received many concerns because of its flexible polyether backbone and biocompatibility and can be synthesized using glycerol as raw material by condensation polymerization using acid or base as catalyzer [11,12]. Polyglycerin has numerous hydrophilic hydroxyl groups, which can be modified to prepare different polyglyceryl derivatives for various applications, such as surfactants [13][14][15], food additives [16][17][18], pharmaceuticals [19][20][21], and cosmetics [22,23]. Polyglyceryl fatty acid esters are one of the most investigated polyglyceryl derivatives [24,25], and their chemical and physical properties can be regulated by adjusting the degree of esterification [26].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Self-Assembly, and Irritation Studies of Polyglyceryl-10 Caprylates

Zhang

Bao

Fu³

et al. 2020

Polymers

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1,4-dioxane should be less than or equal to 10 ppm in finished cosmetic products according to the recommendation of the Scientific Committee on Consumer Safety, but it is often generated as a by-product during the manufacturing process of poly(ethylene glycol) (PEG)-based derivatives. In order to avoid the possible risk caused by 1,4-dioxane, it might be a good choice for preparing cosmetic ingredients by using polyglycerin (PG) instead of PEG as a hydrophilic segment. In the present study, polyglyceryl-10 caprylates were synthesized by the esterification reaction between polyglycerin-10 and caprylic acid. FTIR and 1H NMR were utilized to confirm the chemical structures of the obtained polyglyceryl-10 caprylates. Light transmittance was availed to investigate the water solubility of polyglyceryl-10 caprylates. The self-assembly behavior, size, and size distribution of polyglyceryl-10 caprylates were investigated by dynamic light scattering. The makeup cleansing effect was also evaluated by in vitro and in vivo methods. Irritation was evaluated by hen’s egg test-chorioallantoic membrane assay (HET-CAM). Results showed that polyglyceryl-10 monocaprylate could self-assemble into nanoparticles in the water at the concentration range of 2.5–10 wt% with a transparent appearance. The diameter of formed nanoparticles was around 100 nm with a narrow particle size distribution around 0.1 at the concentration of 2.5 wt% or 5 wt%. Polyglyceryl-10 monocaprylate exhibited good removal effect against makeup and excellent removal efficacy against pen eyeliner. The irritation of polyglyceryl-10 monocaprylate evaluated by HET-CAM at the concentration of 4 wt% was moderate irritant (irritation score = 8.4), which was lower than that of PEG-6 caprylic/capric glycerides (severe irritant, irritation score = 14.1). Therefore, polyglyceryl-10 monocaprylate might be a promising cosmetic ingredient for transparent makeup removing water.

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Characterization of an ester-based core-multishell (CMS) nanocarrier for the topical application at the oral mucosa

et al. 2021

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Objectives Topical drug administration is commonly applied to control oral inflammation. However, it requires sufficient drug adherence and a high degree of bioavailability. Here, we tested the hypothesis whether an ester-based core-multishell (CMS) nanocarrier is a suitable nontoxic drug-delivery system that penetrates efficiently to oral mucosal tissues, and thereby, increase the bioavailability of topically applied drugs. Material and methods To evaluate adhesion and penetration, the fluorescence-labeled CMS 10-E-15-350 nanocarrier was applied to ex vivo porcine masticatory and lining mucosa in a Franz cell diffusion assay and to an in vitro 3D model. In gingival epithelial cells, potential cytotoxicity and proliferative effects of the nanocarrier were determined by MTT and sulphorhodamine B assays, respectively. Transepithelial electrical resistance (TEER) was measured in presence and absence of CMS 10-E-15-350 using an Endohm-12 chamber and a volt-ohm-meter. Cellular nanocarrier uptake was analyzed by laser scanning microscopy. Inflammatory responses were determined by monitoring pro-inflammatory cytokines using real-time PCR and ELISA. Results CMS nanocarrier adhered to mucosal tissues within 5 min in an in vitro model and in ex vivo porcine tissues. The CMS nanocarrier exhibited no cytotoxic effects and induced no inflammatory responses. Furthermore, the physical barrier expressed by the TEER remained unaffected by the nanocarrier. Conclusions CMS 10-E-15-350 adhered to the oral mucosa and adhesion increased over time which is a prerequisite for an efficient drug release. Since TEER is unaffected, CMS nanocarrier may enter the oral mucosa transcellularly. Clinical relevance Nanocarrier technology is a novel and innovative approach for efficient topical drug delivery at the oral mucosa.

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Biodegradable Core–Multishell Nanocarriers: Influence of Inner Shell Structure on the Encapsulation Behavior of Dexamethasone and Tacrolimus

Cited by 14 publications

References 31 publications

Tailor‐Made Core‐Multishell Nanocarriers for the Delivery of Cationic Analgesics to Inflamed Tissue

Tailor‐Made Core‐Multishell Nanocarriers for the Delivery of Cationic Analgesics to Inflamed Tissue

Synthesis, Characterization, Self-Assembly, and Irritation Studies of Polyglyceryl-10 Caprylates

Characterization of an ester-based core-multishell (CMS) nanocarrier for the topical application at the oral mucosa

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