Karoyo Abdalla H, Yang Jian, Wilson Lee D
Department of Chemistry, University of Saskatchewan, Saskatoon, SK, Canada.
Drug Discovery and Development Research Group, College of Pharmacy and Nutrition, University of Saskatchewan, Saskatoon, SK, Canada.
Front Chem. 2018 Sep 11;6:403. doi: 10.3389/fchem.2018.00403. eCollection 2018.
Dual function polymer materials with immobilized (SpC) bacterium cells are reported herein that undergo tandem adsorption and biodegradation of phenolic compounds. The cross-linked polymer materials contain β-cyclodextrin (β-CD) with incremental hexamethylene diisocyanate (HDI) cross-linker at variable mole ratios (X = 1, 3, or 6), denoted as HDI-X systems. The adsorptive uptake properties of the insoluble HDI-X polymers (X = 3 and 6) with various phenolic compounds [pentachlorophenol (PCP), 2,4,6-trichlorophenol (TCP), and 2,4,6-trimethylphenol (TMP)] were studied using batch adsorption isotherms. The molecular selective phenol removal (S) capacity of the HDI-3 and HDI-6 materials was evaluated by electrospray ionization mass spectrometry (ESI-MS). The results were compared against granular activated carbon (GAC) and native β-CD, where 1D/2D H NMR spectral characterization of the complexes formed between phenolic guests and a soluble polymer (HDI-1) in aqueous solution provide insight on the intermolecular interactions and the role of cross-linking effects. Immobilization of SpC onto HDI-3 was shown to form a composite polymer/bacterium material. The composite system displays synergistic removal effects due to tandem PCP adsorption and SpC biodegradation to yield by-products such as 2,6-dichloro-1,4-hydroquinone (DCHQ). Apoptosis and cytotoxicity of DCHQ were evaluated using three breast cancer cell lines.
本文报道了具有固定化（SpC）细菌细胞的双功能聚合物材料，其可对酚类化合物进行串联吸附和生物降解。交联聚合物材料包含β-环糊精（β-CD）与增量六亚甲基二异氰酸酯（HDI）交联剂，二者以可变摩尔比（X = 1、3或6）存在，记为HDI-X体系。使用间歇吸附等温线研究了不溶性HDI-X聚合物（X = 3和6）对各种酚类化合物[五氯苯酚（PCP）、2,4,6-三氯苯酚（TCP）和2,4,6-三甲基苯酚（TMP）]的吸附特性。通过电喷雾电离质谱（ESI-MS）评估了HDI-3和HDI-6材料的分子选择性苯酚去除（S）能力。将结果与颗粒活性炭（GAC）和天然β-CD进行比较，其中酚类客体与水溶液中可溶性聚合物（HDI-1）形成的配合物的1D/2D H NMR光谱表征提供了关于分子间相互作用和交联效应作用的见解。将SpC固定在HDI-3上可形成复合聚合物/细菌材料。该复合体系由于对PCP的串联吸附和SpC生物降解而显示出协同去除效果，产生诸如2,6-二氯-1,4-对苯二酚（DCHQ）等副产物。使用三种乳腺癌细胞系评估了DCHQ的凋亡和细胞毒性。
