Makieieva Natalina, Kupka Teobald, Lodowski Piotr, Balwierz Radosław, Kasperkiewicz Katarzyna, Byrski Adam, Konechna Roksolana, Lubenets Vira
Faculty of Chemistry and Pharmacy, University of Opole, Oleska 48, 45-052 Opole, Poland.
Institute of Chemistry, University of Silesia in Katowice, Szkolna 9, 40-006 Katowice, Poland.
Molecules. 2025 Jul 10;30(14):2920. doi: 10.3390/molecules30142920.
The global problem of antibiotic resistance leads to the necessity for drug improvement and discovery. Natural and synthetic sulfur-containing compounds have been known as antibiotics for many years. In the current study, we demonstrated an antibacterial activity of three new thiosulfonates: S-ethyl 4-aminobenzene-1-sulfonothioate (1), S-methyl 4-acetamidobenzene-1-sulfonothioate (2), and S-ethyl 4-acetamidobenzene-1-sulfonothioate (3). Their activities were studied on two model Gram-positive and Gram-negative bacteria strains: ATTC 6538P and ATTC 8739, respectively. According to the literature data, we proposed a general mechanism of 1-3 biochemical actions. To analyze its feasibility, theoretical studies using density functional theory (DFT) were performed. The obtained results demonstrate a direct correlation between some NBO parameters and the S-S bond energy of 1-3 with their activity against both studied bacterial strains. The obtained results could be helpful for future biomedical studies on the analyzed compounds and promote the further design of new S-containing antibiotics.
抗生素耐药性这一全球性问题使得药物改进和研发成为必要。天然和合成的含硫化合物作为抗生素已为人所知多年。在本研究中，我们展示了三种新型硫代磺酸盐的抗菌活性：S - 乙基4 - 氨基苯 - 1 - 硫代磺酸酯（1）、S - 甲基4 - 乙酰氨基苯 - 1 - 硫代磺酸酯（2）和S - 乙基4 - 乙酰氨基苯 - 1 - 硫代磺酸酯（3）。分别在两种革兰氏阳性和革兰氏阴性模式菌株ATTC 6538P和ATTC 8739上研究了它们的活性。根据文献数据，我们提出了1 - 3的生化作用的一般机制。为了分析其可行性，进行了使用密度泛函理论（DFT）的理论研究。所得结果表明，一些自然键轨道（NBO）参数以及1 - 3的S - S键能与它们对两种研究细菌菌株的活性之间存在直接相关性。所得结果可能有助于未来对所分析化合物的生物医学研究，并促进新型含硫抗生素的进一步设计。
