In this work, we compared drug delivery behaviors of two different mesoporous materials, SBA-15 and MCM-41. For this work, mesoporous materials were modified with alkylsilane-containing secondary dialkylammonium ions (SAPH) and macrocyclic materials (DB24C8). The mesostructure and modified surface of mesoporous materials were characterized by muti-techniques. We used ibuprofen, lysozyme, and cytochrome c as the drug molecules. The photoluminescent spectra of releasing drug molecules from mesoporous materials showed controlled releasing behavior on adding base solutions. We found that the drug release behavior was strongly dependent on the pore size of the materials and the size of the drug molecules.