Oil-based cyclo-oligosaccharide nanodevices for drug encapsulation

Noro, Jennifer; Loureiro, Ana; Gonçalves, Filipa; Azóia, Nuno G.; Jung, Seunho; Silva, Carla; Cavaco-Paulo, Artur

doi:10.1016/j.colsurfb.2017.07.055

Cited by 4 publications

(2 citation statements)

References 29 publications

(40 reference statements)

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“…Cells and culture conditions. BJ5ta cell line was grown as previously reported (Noro et al, 2017). Caco-2 cells were grown similarly as BJ5ta, but using only Dulbecco's Modified Eagle's Medium (DMEM) supplemented with 20% (v/v) of fetal bovine serum (FBS); 1% (v/v) of penicillin/streptomycin solution and 1% (v/v) of Minimum Essential Medium (MEM) nonessential amino acids, as previously described (Loureiro et al, 2015a).…”

Section: Encapsulation Efficiencymentioning

confidence: 99%

“…The use of high energy systems, like sonication, for the formation of micelles and nanoemulsions is a well explored methodology (Kumar and Kumar, 2018;Loureiro et al, 2016;Noro et al, 2017;Yusof and Ashokkumar, 2015), although no reports have been found describing the use of this method for the formation of PTS micelles. We investigated the application of sonication, mainly aiming to avoid the use of an organic solvent in the system.…”

Section: Micelles Productionmentioning

confidence: 99%

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PTS micelles for the delivery of hydrophobic methotrexate

Cerqueira

Noro

Moura

et al. 2019

International Journal of Pharmaceutics

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Polyoxyethanyl-α-tocopheryl sebacate (PTS) is an amphiphilic compound with self-emulsifying properties known to form micelles. In this work, we report the production of PTS micelles for the encapsulation and delivery of a hydrophobic derivative of methotrexate, MTX di-ethylated (MTX-OEt). We optimized the micelles production by testing two different techniques: auxiliary solvent and sonication. Small and homogeneous micelles (≈40 nm) were obtained through the auxiliary solvent method performed at 30°C and using 15 mg/mL of PTS. The produced micelles with the most promising physicochemical properties did not induce cytotoxicity when tested in normal human cells (BJ5ta cells), being considered for the encapsulation of MTX-OEt. This prodrug was achieved by Fisher esterification using ethanol, being isolated in good yield (η = 68%). MTX-OEt was efficiently encapsulated onto the produced micelles which preserved their physicochemical properties. The PTS micelles loaded with MTX-OEt, free MTX-OEt and free unmodified MTX revealed similar biological effect against cancer cells (Caco-2 cells). These results demonstrated that the biological activity of MTX is not altered after modification. The developed PTS micelles revealed a promising intracellular delivery performance with potentiality for cancer therapy.

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Section: Encapsulation Efficiencymentioning

confidence: 99%

Section: Micelles Productionmentioning

confidence: 99%

PTS micelles for the delivery of hydrophobic methotrexate

Cerqueira

Noro

Moura

et al. 2019

International Journal of Pharmaceutics

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Catalytic Activation of Esterases by PEGylation for Polyester Synthesis

et al. 2019

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In this work we explored PEGylation as an efficient strategy to improve esterase's catalytic performance. For this, we PEGylated three esterases, namely lipase from Candida antarctica B (CALB), lipase from Thermomyces lanuginosus (TL) and cutinase from Fusarium solani pisi (CUT) and evaluated their catalytic performance by using the biosynthesis of poly(ethylene glutarate) as model reaction. After PEGylation with a 5 kDa aldehyde‐PEG, CALB and cutinase revealed an increase of activity against p‐nitrophenyl butyrate hydrolysis (2‐fold of increase for CALB and 4‐fold of increase for cutinase). Unmodified and PEGylated lipase TL displayed however similar activity results. The polymerase activity of native and PEGylated esterases was also assessed. The data revealed a higher polymerase activity for the lipase TL and cutinase PEGylated forms (88 % conversion for PEG‐lipase TL and 34 % for PEG‐cutinase). Molecular dynamics were used to evaluate the effect of PEG on the geometry of the active site of enzymes with lid domain (TL and CALB). These studies corroborate the experimental data revealing a more open active site cavity for the PEGylated catalysts facilitating the catalysis.

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Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2017–2018

Harvey

2021

Mass Spectrometry Reviews

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This review is the tenth update of the original article published in 1999 on the application of matrix‐assisted laser desorption/ionization mass spectrometry (MALDI) mass spectrometry to the analysis of carbohydrates and glycoconjugates and brings coverage of the literature to the end of 2018. Also included are papers that describe methods appropriate to glycan and glycoprotein analysis by MALDI, such as sample preparation techniques, even though the ionization method is not MALDI. Topics covered in the first part of the review include general aspects such as theory of the MALDI process, new methods, matrices, derivatization, MALDI imaging, fragmentation and the use of arrays. The second part of the review is devoted to applications to various structural types such as oligo‐ and poly‐saccharides, glycoproteins, glycolipids, glycosides, and biopharmaceuticals. Most of the applications are presented in tabular form. The third part of the review covers medical and industrial applications of the technique, studies of enzyme reactions, and applications to chemical synthesis. The reported work shows increasing use of combined new techniques such as ion mobility and highlights the impact that MALDI imaging is having across a range of diciplines. MALDI is still an ideal technique for carbohydrate analysis and advancements in the technique and the range of applications continue steady progress.

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Oil-based cyclo-oligosaccharide nanodevices for drug encapsulation

Cited by 4 publications

References 29 publications

PTS micelles for the delivery of hydrophobic methotrexate

PTS micelles for the delivery of hydrophobic methotrexate

Catalytic Activation of Esterases by PEGylation for Polyester Synthesis

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2017–2018

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