Azobenzene functionalized mesoporous AlMCM-41-type support for drug release applications

Abstract

A light-responsive material, aminoazobenzene functionalized AlMCM-41, was synthesized and characterized in order to be used as carrier for drug delivery devices. The light-induced hydrophobic-hydrophilic switching effect of azobenzene functionalized aluminosilicate was exploited in the release of irinotecan, a cytostatic drug. To obtain the functionalized mesoporous support, an azobenzene-silane precursor was synthesized by coupling 4-(4′-aminophenylazo) benzoic acid with 3-aminopropyl triethoxysilane and further grafted on AlMCM-41. The azobenzene functionalized mesoporous aluminosilicate exhibited no significant toxicity towards murine fibroblast healthy cells and a reduced toxicity towards murine melanocyte cells. The hybrid materials obtained by loading irinotecan on AlMCM-41 (wt. 35.4%) and aminoazobenzene modified AlMCM-41 (wt. 22%), respectively were characterized by FTIR, small and wide angle XRD, N2 adsorption-desorption isotherms and DSC analyses. A two-fold increase in the drug release rate from azobenzene functionalized aluminosilicate in phosphate buffer solution under UV irradiation was noticed, as compared with dark conditions. Moreover, the azobenzene functionalization of AlMCM-41 significantly increased the irinotecan delivery rate and total cumulative release in comparison with the pristine AlMCM-41 in similar conditions.

Tailoring the dissolution rate enhancement of aminoglutethimide by functionalization of MCM-41 silica: a hydrogen bonding propensity approach

“…Mesoporous silica nanoparticles are promising carriers for obtaining drug delivery systems with applications such as targeted drug delivery, 1 controlled release 2 and solubility enhancement 3 due to their good adsorbent properties, nontoxicity and biocompatibility. 4,5 Moreover, the mesoporous silica properties can be easily tailored through synthesis by incorporation of different atoms into the silica framework, 6,7 graing of organic groups into mesochannels, [8][9][10] controlling the pores size 11 and their arrangement, 12,13 as well as nanoparticles morphology. [14][15][16][17] DL-Aminoglutethimide, (AE)-3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione (AGT), an aromatase inhibitor 18 used in the treatment of breast cancer 19 and Cushing's syndrome 20 was chosen as a model molecule in this work.…”

Effect of modification on Pd dispersion, acidity, sulfur resistance and catalysis of Pd/Al-MCM-41 zeolite

“…Small-angle XRD spectrum of the SZPM-fresh and SZPM-used was shown in Fig. 6a, three distinct diffraction peaks (100), (110) and (200) could be readily indexed to MCM-41 [43]. In addition, it also indicated the sample structure unchanged after stability testing.…”

A Review of Composite Phase Change Materials Based on Porous Silica Nanomaterials for Latent Heat Storage Applications

“…This process is called functionalization, and it can be performed with different organosilane molecules either after the synthesis of the porous silica (post-functionalization) or during the porous silica synthesis (co-condensation) [ 48 , 49 , 50 ]. The functional organic groups can be used as starting points for creating complex organic molecules anchored to the silica surface [ 51 , 52 ]. Doping the silica framework with ad-atoms is another strategy used to control the properties of the porous matrices [ 53 , 54 , 55 ].…”