Kavaliauskas Povilas, Acevedo Waldo, Mickevičiūtė Eglė, Grigalevičiūtė Ramunė, Grybaitė Birutė, Sapijanskaitė-Banevič Birutė, Pranaitytė Guoda, Petraitis Vidmantas, Petraitienė Rūta, Mickevičius Vytautas
Department of Organic Chemistry, Kaunas University of Technology, LT-50254 Kaunas, Lithuania.
Biological Research Center, Lithuanian University of Health Sciences, Tilzes Street 18, LT-47181 Kaunas, Lithuania.
Pathogens. 2025 May 15;14(5):484. doi: 10.3390/pathogens14050484.
The synthesis and antimicrobial and anticancer activity of 3,3'-((3-hydroxyphenyl)azanediyl)dipropionic acid derivatives (-) against drug-resistant bacterial pathogens and FaDu head and neck cancer cells were investigated. The derivatives were synthesized through various methods, including esterification, hydrazinolysis, and condensation reactions. The compounds demonstrated structure-dependent antimicrobial activity, predominantly targeting Gram-positive pathogens. Compounds containing 4-nitrophenyl, 1-naphthyl, and 5-nitro-2-thienyl groups exhibited enhanced activity against and . Additionally, compounds , , and showed antiproliferative activity in cisplatin-resistant FaDu cells at low micromolar concentrations. The in silico modeling revealed that compound interacts with the HER-2 and c-MET proteins. These compounds also induced significant oxidative stress in FaDu cells and demonstrated low cytotoxic activity in non-cancerous HEK293 cells. These results highlight the potential of -aryl-substituted -amino acid derivatives as promising scaffolds for the further development of novel amino acid-based antimicrobial and anticancer agents targeting drug-resistant pathogens and cancers.
研究了3,3'-((3-羟基苯基)氮杂二亚基)二丙酸衍生物(-)对耐药细菌病原体和FaDu头颈癌细胞的合成、抗菌及抗癌活性。这些衍生物通过多种方法合成,包括酯化、肼解和缩合反应。这些化合物表现出结构依赖性抗菌活性,主要针对革兰氏阳性病原体。含有4-硝基苯基、1-萘基和5-硝基-2-噻吩基的化合物对……表现出增强的活性。此外,化合物……和……在低微摩尔浓度下对顺铂耐药的FaDu细胞显示出抗增殖活性。计算机模拟显示化合物……与HER-2和c-MET蛋白相互作用。这些化合物还在FaDu细胞中诱导了显著的氧化应激,并在非癌性HEK293细胞中显示出低细胞毒性活性。这些结果突出了芳基取代氨基酸衍生物作为有前景的支架用于进一步开发针对耐药病原体和癌症的新型氨基酸基抗菌和抗癌药物的潜力。