三氮唑修饰β-内酰胺分子的合成及抗菌活性研究
海南医科大学, 药学院, 海南海口 571199
| 摘 要： | 目的 设计合成β-内酰胺三氮唑化合物。方法 以三氮唑和6-氨基青霉烷酸为起始原料，通过活性拼接原理，合成一类β-内酰胺三氮唑化合物，采用核磁共振氢谱及碳谱、质谱等技术确定其分子结构表征后，再测定目标化合物的抗菌及抑制β-内酰胺活性的能力。结果 合成了3种未见文献报道的目标化合物。经三批次重复实验验证，测定化合物最小抑菌浓度（MIC）：阴性对照组呈现稳定的细菌增值，空白对照无菌生长表明其本身抗菌能力的有效可靠性；测定化合物抑制β-内酰胺酶活：CX-1（目标化合物1）具有潜在的β-内酰胺酶抑制特性，而结构类似的CX-2（目标化合物2）、CX-3（目标化合物3）作用相对较弱，但对β-内酰胺酶都有抑制作用。结论 该研究对进一步结构优化寻找良好的抗菌疗效且合成路线简单的化合物有重要意义。 |
| 关 键 词： | 三氮唑; β-内酰胺; 抗生素; 活性测定 |
| DOI： | 10.57237/j.cse.2025.01.002 |
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收稿日期: 2025-04-30
接受日期: 2025-06-23
在线出版日期: 2025-07-04
Synthesis and Antibacterial Activity Study of Triazole-Modified β-Lactam Molecules
College of Pharmacy, Hainan Medical University, Haikou 571199, China
| Abstract: | Objective To design and synthesize β-lactam triazole compounds. Methods Using triazole and 6-aminopenicillanic acid as starting materials, a series of β-lactam triazole compounds were synthesized based on the principle of active splicing. The molecular structures were characterized by 1H NMR, 13C NMR and mass spectrometry. The antibacterial activity and the ability to inhibit β-lactamase of the target compounds were then determined. Results Three target compounds not reported in the literature were synthesized. After three batches of repeated experiments, the minimum inhibitory concentration of the compounds was determined: the negative control group showed stable bacterial growth, and the blank control group had no bacterial growth, indicating the validity and reliability of the antibacterial ability of the compounds themselves; the inhibitory effect of the compounds on β-lactamase activity was determined: CX-1 (target compound 1) had potential β-lactamase inhibitory properties, while the structurally similar CX-2 (target compound 2) and CX-3 (target compound 3) had relatively weak effects, but all had inhibitory effects on β-lactamase. Conclusion This study holds significant importance for future research directions. By leveraging the findings from this study, researchers can focus on modifying the molecular structures of these β-lactam triazole compounds to discover new compounds with enhanced antibacterial efficacy and more straightforward synthetic routes. |
| Keywords: | Triazole; β-Lactam; Antibiotic; Antibacterial Activity |
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