Sulfonamides are preventive and therapeutic agents for certain infections caused by gram-positive and gram-negative microorganisms. In this work the interactions of sulfamethazine, a representative of sulfonamide antibiotics, with two β-cyclodextrin derivatives were investigated at different pH. Results show formation of stable sulfamethazine – β-cyclodextrin complexes and reflect importance of the competition of the hydrogen bonding and electrostatic interactions. The complex geometry formed is affected by the orientation of the pH-dependent dipole moment of sulfamethazine molecule and prolonged prior the sulfamethazine molecule enters into the β-cyclodextrin’s cavity. Functionalization of the β-cyclodextrin molecule doesn’t affect considerably the complex stabilities, therefore the native β-cyclodextrin molecule looks the simplest and most effective inclusion host to design selective and sensitive tool for sulfamethazine sensing.
Ameen HM, Kunsági-Máté S, Szente L, Lemli B (2020) Encapsulation of sulfamethazine by native and randomly methylated β-cyclodextrins: The role of the dipole properties of guests. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 225, 117475. https://doi.org/10.1016/j.saa.2019.117475