Department of Organic Chemistry, Faculty of Pharmacy, Medical University of Lublin, 4a Chodzki Street, 20-093 Lublin, Poland.
Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Medical University of Lublin, 1 Chodzki Street, 20-093 Lublin, Poland.
Molecules. 2023 Jul 21;28(14):5562. doi: 10.3390/molecules28145562.
A series of novel Mannich bases were designed, synthesized, and screened for their antimicrobial activity. The target compounds were synthesized from 4-(3-chlorophenyl)-5-(3-fluorophenyl)-2,4-dihydro-3-1,2,4-triazole-3-thione and different piperazine derivatives. The structures of the products were confirmed by H and C NMR and elemental analysis. The activity of piperazine derivatives against bacteria (Gram-positive: , , , , and ; Gram-negative: , , , and ) and yeasts (, , and ) was determined by the minimum inhibitory concentration and minimum bactericidal concentration values. Significant activity was observed against Gram-positive bacteria, mainly staphylococci (-) and bacteria of the genes of and (), as well as selected strains of Gram-negative bacteria, including bacteria of the family (), while all tested compounds showed high fungistatic activity against spp. yeasts, especially , with MICs ranging from 0.49 µg/mL () to 0.98 µg/mL () and 62.5 µg/mL (). In conclusion, the results obtained confirm the multidirectional antimicrobial activity of the newly synthesized piperazine derivatives. Furthermore, in silico studies suggest that the tested compounds are likely to have good oral bioavailability. The results obtained will provide valuable data for further research into this interesting group of compounds. The library of compounds obtained is still the subject of pharmacological research aimed at finding new interesting biologically active compounds.
设计、合成并筛选了一系列新型曼尼希碱，以研究其抗菌活性。目标化合物由 4-(3-氯苯基)-5-(3-氟苯基)-2,4-二氢-3-[1,2,4]三唑-3-硫酮和不同的哌嗪衍生物合成。通过 H 和 C NMR 及元素分析确定了产物的结构。通过最小抑菌浓度和最小杀菌浓度值测定了哌嗪衍生物对细菌（革兰氏阳性： 、 、 、 、 ；革兰氏阴性： 、 、 、 ）和酵母菌（ 、 、 ）的活性。观察到对革兰氏阳性菌，主要是葡萄球菌（-）和 和 基因的细菌（），以及选定的革兰氏阴性菌菌株，包括 科的细菌（）具有显著的活性，而所有测试的化合物对 属的酵母菌均显示出高的抑菌活性，特别是 ，MIC 值范围为 0.49 µg/mL（）至 0.98 µg/mL（）和 62.5 µg/mL（）。总之，所得结果证实了新合成的哌嗪衍生物具有多向的抗菌活性。此外，计算机模拟研究表明，所测试的化合物可能具有良好的口服生物利用度。所得结果将为进一步研究这组有趣的化合物提供有价值的数据。获得的化合物库仍然是药理学研究的主题，旨在寻找新的有趣的具有生物活性的化合物。
