Stimulated by research in materials chemistry and medicine fields, drug delivery has entered a new stage of development. Based on the differences between the micro-environments of normal and tumor cells, stimulus-responsive smart supramolecular nanoparticles can achieve targeted delivery and on-demand administration of drugs at specific pathological sites. Cyclodextrin (CD), as a natural macromolecular oligosaccharide characterized by non-toxicity, easy modification, excellent biological properties and biodegradability, has demonstrated great potential as the basic unit for constructing drug smart release carriers in recent years, and has become a new research area. In the first study presented here, Poly (2-(dimethylamino)ethyl methacrylate)/ Cyclodextrin succinate (PDMAEMA/SACD) nanoparticles were prepared using electrostatic interaction-driven self-assembly technique. The material has been characterized by analyzing the intermolecular interactions and the structure of PDMAEMA/SACD nanoparticles, using several experimental techniques. The PDMAEMA/SACD nanoparticles will be further explored as carriers for model drugs with the goal of showing potential for improving the bio-accessibility and bio-availability of the tested molecules. Release as a function of the pH will be studied, as well as possible cytotoxic activity. The second study presented here will illustrate the design of a temperature-sensitive hydrogel with a branched structure, based on polyisopropylacrylamide and N-vinylpyrrolidone, physically cross-linked with CD, which will be tested for drug encapsulation. The resultant hydrogel should have the ability to carry drugs (such as Doxorubicin (DOX)) at low temperatures, that can be released via phase change-induced contraction at higher temperatures (near body temperature).