Department of General and Physical Chemistry, Faculty of Sciences, University of Pécs, H-7624 Pécs, Ifjúság 6, Hungary.
Department of General and Physical Chemistry, Faculty of Sciences, University of Pécs, H-7624 Pécs, Ifjúság 6, Hungary; Institute of Organic and Medicinal Chemistry, Medical School, University of Pécs, H-7624 Pécs, Szigeti 12, Hungary; János Szentágothai Research Center, University of Pécs, H-7624 Pécs, Ifjúság 20, Hungary.
Spectrochim Acta A Mol Biomol Spectrosc. 2020 Jan 15;225:117475. doi: 10.1016/j.saa.2019.117475. Epub 2019 Aug 17.
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.
磺胺类药物是预防和治疗革兰氏阳性和革兰氏阴性微生物引起的某些感染的药物。在这项工作中,研究了磺胺嘧啶(磺胺类抗生素的代表)与两种β-环糊精衍生物在不同 pH 值下的相互作用。结果表明形成了稳定的磺胺嘧啶-β-环糊精配合物,反映了氢键和静电相互作用的竞争的重要性。形成的配合物几何形状受磺胺嘧啶分子的 pH 依赖性偶极矩的取向影响,并在磺胺嘧啶分子进入β-环糊精腔之前延长。β-环糊精分子的功能化不会显著影响配合物的稳定性,因此天然的β-环糊精分子是设计选择性和灵敏的磺胺嘧啶传感工具的最简单和最有效的包容主体。