A series of supramolecular photosensitizers were fabricated from porphyrin derivatives (Por) containing quaternary ammonium groups with cucurbit[7]uril (CB[7]) based on host-guest interactions. The antibacterial activity of Por in the dark could be turned off upon binding with CB[7], whereas the antibacterial activity under white-light illumination could be turned on. In addition, its antibacterial efficiency could be greatly enhanced by introducing metal ions. When Pd(II) was introduced into porphyrin, its antibacterial efficiency was enhanced from 40 to 100%. It should be noted that these small molecules showed little to no cytotoxicity toward mammalian cells even at concentrations higher than those under the antibacterial condition studied. This line of research will provide a strategy for germicides consisting of quaternary ammonium groups to fight against bacterial accumulation in the long term and holds huge potential for application in the real world.
Keywords: antibacterial control; cucurbituril chemistry; host−guest interactions; photodynamic therapy; supramolecular materials.