Herein, a series of novel 1H-1,2,3-triazole and carboxylate derivatives of metronidazole (5a–i and 7a–e) were synthesized and evaluated for their antimicrobial activity in vitro. All the newly synthesized compounds were characterized by ¹H NMR, ¹³C NMR, HRMS, and ¹⁹F NMR (5b, 5c and 5h) spectroscopy wherever applicable. The structures of compounds 3, 5c and 7b were unambiguously confirmed by single crystal X-ray analysis diffraction method. Single crystal X-ray structure analysis supported the formation of the metronidazole derivatives. The antimicrobial (antifungal and antibacterial) activity of the prepared compounds was studied. All compounds (except 2 and 3) showed a potent inhibition rate of fungal growth as compared to control and metronidazole. The synthetic compounds also showed higher bacterial growth inhibiting effects compared to the activity of the parent compound. Amongst the tested compounds 5b, 5c, 5e, 7b and 7e displayed excellent potent antimicrobial activity. The current study has demonstrated the usefulness of the 1H-1,2,3-triazole moiety in the metronidazole skeleton.

中文翻译：

---

1H-1,2,3-三唑和甲硝唑羧酸类似物的合成及抗菌活性

在此，合成了一系列新型 1 H -1,2,3-三唑和甲硝唑的羧酸酯衍生物（5a-i和7a-e），并评估了它们的体外抗菌活性。在适用的情况下，所有新合成的化合物均通过¹ H NMR、¹³ C NMR、HRMS 和¹⁹ F NMR（5b、5c和5h）光谱进行表征。的化合物的结构3，图5c和图7b经单晶 X 射线分析衍射法明确证实。单晶 X 射线结构分析支持甲硝唑衍生物的形成。研究了制备的化合物的抗微生物（抗真菌和抗菌）活性。与对照和甲硝唑相比，所有化合物（除2和3 外）均显示出有效的真菌生长抑制率。与母体化合物的活性相比，合成化合物还显示出更高的细菌生长抑制作用。在测试化合物5b、5c、5e、7b和7e中显示出优异的强效抗菌活性。目前的研究已经证明了甲硝唑骨架中1 H -1,2,3-三唑部分的有用性。