Syntheses, structures, and biological activities of two supramolecules consisting of resorcinolcalix[4]arene and amino-pyridine moieties

IF 2.3 4区化学 Q2 Agricultural and Biological Sciences

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2024-03-04 DOI:10.1007/s10847-024-01231-7

Lu-Si Chen, Xin-Min Zhou, Qing Wang, Ai-Quan Jia, Qian-Feng Zhang

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Abstract

Self-assembly of C-iso-butyl-resorcinolcalix[4]arene (CBCR) with 4-aminopyridine (4-AP) or 3-dimethylaminopyridine (3-DMAP) in ethanol afforded two host-guest complexes CBCR⋅4-AP (1) and CBCR⋅2(3-DMAP) (2), respectively. Supramolecules 1 and 2 were characterized by FT-IR, ¹H NMR, ¹³C NMR spectroscopies and single crystal X-ray diffraction analysis. The antioxidant and antibacterial experiments were conducted on complexes 1, 2 and the starting materials. The 2,2-diphenyl-1-(2,4,6-trinitrophenyl)hydrazyl and 2,2’-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) free radical scavenging rate could reach 91.73% and 98.55% when the concentration of complex 2 was 500 and 31.25 mg/mL, respectively. The antibacterial test of complex 1 showed that the antibacterial circle diameter against Escherichia coli was 10.25 mm, with a MIC value of 12.5 mg/mL, and the antibacterial circle diameter against Staphylococcus aureus was 14.33 mm with a MIC value of 3.12 mg/mL.

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两种由间苯二酚钙[4]烯和氨基吡啶分子组成的超分子的合成、结构和生物活性

C-iso-butyl-resorcinolcalix[4]arene (CBCR) 与 4-aminopyridine (4-AP) 或 3-dimethylaminopyridine (3-DMAP) 在乙醇中自组装，分别得到两种主-客复合物 CBCR⋅4-AP (1) 和 CBCR⋅2(3-DMAP) (2)。超分子 1 和 2 通过傅立叶变换红外光谱、1H NMR、13C NMR 光谱和单晶 X 射线衍射分析进行了表征。对复合物 1、2 和起始材料进行了抗氧化和抗菌实验。当络合物 2 的浓度为 500 mg/mL 和 31.25 mg/mL 时，其 2,2-二苯基-1-（2,4,6-三硝基苯基）肼和 2,2'-偶氮双（3-乙基苯并噻唑啉-6-磺酸）自由基清除率分别达到 91.73% 和 98.55%。复合物 1 的抗菌试验表明，其对大肠杆菌的抗菌圈直径为 10.25 毫米，MIC 值为 12.5 毫克/毫升；对金黄色葡萄球菌的抗菌圈直径为 14.33 毫米，MIC 值为 3.12 毫克/毫升。

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来源期刊

Journal of Inclusion Phenomena and Macrocyclic Chemistry 化学-化学综合

CiteScore

3.30

自引率

8.70%

发文量

审稿时长

3-8 weeks

期刊介绍： The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites. The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.