Liu Jing-Long,Ye Xiao-Dan,Chen Lu-Si,Jia Ai-Quan,Zhang Qian-Feng
New ten tetrakis(benzoxazine) calix[4]resorcinarenes modified by organic amine through Mannich reaction were obtained in this paper. Compounds 2 ~ 11 were characterized by infrared spectroscopies, nuclear magnetic resonance spectroscopies. The structure of compounds 2 , 10 and 11 was characterized by single crystal X-ray diffraction. Compound 7 possesses a MIC value of 3.13 μg/mL against S. Aureus , demonstrating a favorable inhibitory effect, and a MIC value of 6.25 μg/mL against E. Coli , likewise showing a good inhibitory effect. The UV and 1 H NMR titration experiments were conducted to explore the host–guest chemistry between compound 10 and acetonitrile molecules, indicating that compound 10 exhibited encapsulation behavior towards acetonitrile molecules through hydrogen bonding interactions. Then Hirshfeld surface analysis showed that H⋅⋅⋅H, C − H⋅⋅⋅O, C − H⋅⋅⋅π, O − H⋅⋅⋅O played an important role in the crystal accumulation of compounds 2 , 10 and 11 .
As the interest in “natural” and “safe” products grows, the use of natural products instead of synthetic preservatives to combat food spoilage and poisoning caused by microorganisms during processing and storage has become a prioritized option. The present research evaluated the antibacterial activity of the Mentha longifolia L. essential oil (MLEO) against several pathogenic bacteria, and the mechanism of action against methicillin-resistant Staphylococcus aureus (MRSA). Gas Chromatography Quadrupole Time-of-Flight Mass Spectrometry (GC-Q-TOF MS) analysis suggested that main components of MLEO were carvone (47.39%) and limonene (12.48%). The oil showed considerable antibacterial activity with MIC values of 0.394–1.576 mg/mL, and could be a promising bactericide. Non-targeted metabolomics analysis based on GC-Q-TOF MS identified 66 different metabolites, and Kyoto Encyclopedia of Genes and Genomes enrichment analysis of these metabolites revealed that MLEO achieves the effects by affecting amino acid metabolism in MRSA.