Inclusion Complexes of a New Family of Non-Ionic Amphiphilic Dendrocalix[4]arene and Poorly Water-Soluble Drugs Naproxen and Ibuprofen

The inclusion complexes of a new family of nonionic amphiphilic calix[4]arenes with the anti-inflammatory hydrophobic drugs naproxen (NAP) and ibuprofen (IBP) were investigated. The effects of the alkyl chain’s length and the inner core of calix[4]arenes on the interaction of the two drugs with the calix[4]arenes were explored. The inclusion complexes of Amphiphiles1a–cwith NAP and IBP increased the solubility of these drugs in aqueous media. The interaction of1a–cwith the drugs in aqueous media was investigated through fluorescence, molecular modeling, and1H-NMR analysis. TEM studies further supported the formation of inclusion complexes. The length of lipophilic alkyl chains and the intrinsic cyclic nature of cailx[4]arene derivatives1a–cwere found to have a significant impact on the solubility of NAP and IBP in pure water.Keywords:amphiphilic calix[4]arene;naproxen;ibuprofen;solubility;inclusion complexes