Enzyme‐Responsive Controlled Release of Covalently Bound Prodrug from Functional Mesoporous Silica Nanospheres

Popat, Amirali; Ross, Benjamin P.; Liu, Jian; Jambhrunkar, Siddharth; Kleitz, Freddy; Qiao, Shi Zhang

doi:10.1002/ange.201206416

Cited by 49 publications

(40 citation statements)

References 53 publications

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“…As a late endosomal and lysosomal protease that can specifically hydrolyze Gly-Phe-Leu-Gly (GFLG) sequence, cathepsin B is overexpressed in various types of tumors. 107,108 Cheng et al 109 reported an MSN-based cathepsin-B responsive DDS. As described in Figure 8, the classic rotaxane structure formed with alkoxysilane tether and α-CD was employed to anchor onto the orifices of MSN to serve as gatekeeper and further modified with multi-functional peptide azido-GFLGR7RGDS …”

mentioning

confidence: 99%

Mesoporous silica nanoparticles for stimuli-responsive controlled drug delivery: advances, challenges, and outlook

Song

et al. 2016

IJN

196

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mentioning

confidence: 99%

Mesoporous silica nanoparticles for stimuli-responsive controlled drug delivery: advances, challenges, and outlook

Song

et al. 2016

IJN

196

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“…And the enzyme-responsive release mechanism could be attributed to the degradation of azo bonds in HMSS-N=N-CS by enzyme, causing the detachment of CS from the surface of HMSS and the fast release from HMSS. Since azo bonds have been reported to be cleaved by enzymes secreted by colonic microflora [35,36].…”

Section: Resultsmentioning

confidence: 99%

Chitosan capping enzyme-responsive hollow mesoporous silica nanoplatforms for colon specific drug delivery

Cai

Han

Liu

et al. 2020

Preprint

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In summary, an enzyme-responsive colon specific drug delivery system was developed based on hollow mesoporous silica sphere (HMSS), in which the biodegradable chitosan (CS) was gated on the openings of HMSS through cleavable azo bonds (HMSS-N=N-CS). Doxorubicin (DOX) was encapsulated into the hollow cavity and mesopores of HMSS, and HMSS-N=N-CS/DOX showed a high loading amount of 35.2%. X-ray diffraction (XRD) experiment proved that the DOX loaded in the HMSS-N=N-CS was in a non–crystalline state. In vitro drug release experiments proved that HMSS-N=N-CS/DOX showed an enzyme-responsive drug release property. The grafted CS could increase the biocompatibility and stability of HMSS, and reduce the protein adsorption on the surface of HMSS. The gastrointestinal mucosa irritation and cell cytotoxicity results indicated the good biocompatibility of HMSS and HMSS-N=N-CS. The confocal laser scanning microscope (CLSM) and flow cytometry technique (FCM) results indicated that the cellular uptake of DOX was obviously increased after the HMSS-N=N-CS/DOX was preincubated with colonic enzyme mixture. Cell viability result indicated that HMSS-N=N-CS/DOX incubated with colon enzyme showed an increased cytotoxicity and the IC50 value was three time less than that of HMSS-N=N-CS/DOX group. The present work will lay the foundation for subsequent research on mesoporous carriers for oral colon-specific drug delivery.

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“…Furthermore, when a co-condensation method is used, the pore size of the material is not influenced significantly by the organic functionalities. [8,24,41] Therefore, the azide-functionalized PMOs were synthesized by a one-pot cocondensation method by using BTME and AzPTMS as precursors, as shown in Scheme 1. By using P123 as the template and KCl as an inorganic salt additive, it is possible to obtain materials with a high degree of mesostructural order, large specific surface areas, narrow pore-size distributions, relatively uniform distribution, and tunable content of the azide groups.…”

Section: Resultsmentioning

confidence: 99%

Clickable Periodic Mesoporous Organosilicas: Synthesis, Click Reactions, and Adsorption of Antibiotics

Gao

Zhang

et al. 2013

Chemistry A European J

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Pharmaceutical antibiotics are not easily removed from water by conventional water-treatment technologies and have been recognized as new emerging pollutants. Herein, we report the synthesis of clickable azido periodic mesoporous organosilicas (PMOs) and their use as adsorbents for the adsorption of antibiotics. Ethane-bridged PMOs, functionalized with azido groups at different densities, were synthesized by the co-condensation of 1,2-bis(trimethoxysilyl)ethane (BTME) and 3-azidopropyltrimethoxysilane (AzPTMS), in the presence of nonionic-surfactant triblock-copolymer P123, in an acidic medium. Four different alkynes were conjugated to azide-terminated PMOs by means of an efficient click reaction. The clicked PMOs showed improved adsorption capacity (241 μg g(-1)) for antibiotics (ciprofloxacin hydrochloride) compared with azido-functionalized PMOs because of the enhanced π-π stacking interactions. These results indicate that click reactions can introduce multifunctional groups onto PMOs, thus demonstrating the great potential of PMOs for environmental applications.

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Enzyme‐Responsive Controlled Release of Covalently Bound Prodrug from Functional Mesoporous Silica Nanospheres

Cited by 49 publications

References 53 publications

Mesoporous silica nanoparticles for stimuli-responsive controlled drug delivery: advances, challenges, and outlook

Mesoporous silica nanoparticles for stimuli-responsive controlled drug delivery: advances, challenges, and outlook

Chitosan capping enzyme-responsive hollow mesoporous silica nanoplatforms for colon specific drug delivery

Clickable Periodic Mesoporous Organosilicas: Synthesis, Click Reactions, and Adsorption of Antibiotics

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