Beilstein J. Org. Chem.2022,18, 539–548, doi:10.3762/bjoc.18.56
molecule overexpressed in cancer cells, through host–guest competitivesubstitution since TBTQ-CB6 has a stronger binding affinity toward SM than MV and DOX. The host–guest interactions of the complexes of TBTQ-CB6 with MV, DOX and SM were investigated by NMR spectroscopy and fluorescence spectroscopy. The
association stoichiometry of the complexes of TBTQ-CB6 with MV, DOX, and SM was found to be 1:1 with association constants of Ka = (7.67 ± 0.34) × 104 M−1, Ka = (6.81 ± 0.33) × 104 M−1, and Ka = (5.09 ± 0.98) × 105 M−1, respectively. The competitivesubstitution process was visualized by NMR titration. This
novel TBTQ-based host–guest drug delivery system may have potential use in supramolecular chemotherapy.
Keywords: competitivesubstitution; drug delivery; host–guest chemistry; tribenzotriquinacene; water soluble; Introduction
Chemotherapy is considered to be one of the most effective strategies in