College of Pharmacy, Qiqihar Medical University, Qiqihar 161006, China.
Key Laboratory of Superlight Materials & Surface Technology, Ministry of Education, Institute of Advanced Marine Materials, College of Materials Science and Chemical Engineering, Harbin Engineering University, Harbin 150001, China.
Molecules. 2021 Sep 19;26(18):5686. doi: 10.3390/molecules26185686.
The development of organic polymer materials for disinfection and sterilization is thought of as one of the most promising avenues to solve the growth and spread of harmful microorganisms. Here, a series of linear polyisocyanide quaternary ammonium salts (L-PQASs) with different structures and chain lengths were designed and synthesized by polymerization of phenyl isocyanide monomer containing a 4-chloro-1-butyl side chain followed by quaternary amination salinization. The resultant compounds were characterized by H NMR and FT-IR. The antibacterial activity of L-PQASs with different structures and chain lengths against ( and ( was evaluated by determining the minimum inhibitory concentrations (MICs). The L-POcQAS-M has the strongest antimicrobial activity with MICs of 27 μg/mL against and 32 μg/mL against When the L-PQASs had the same polymerization degree, the order of the antibacterial activity of the L-PQASs was L-POcQAS-M > L-PBuQAS-M > L-PBnQAS-M > L-PDBQAS-M (linear, polyisocyanide quaternary ammonium salt, monomer, = 50,100). However, when L-PQASs had the same side chain, the antibacterial activity reduced with the increase of the molecular weight of the main chain. These results demonstrated that the antibacterial activity of L-PQASs was dependent on the structure of the main chain and the length of the side chain. In addition, we also found that the L-POcQAS-M had a significant killing effect on MK-28 gastric cancer cells.
有机聚合物材料在消毒和灭菌方面的发展被认为是解决有害微生物生长和传播的最有前途的途径之一。在这里，通过聚合含有 4-氯-1-丁基侧链的苯异氰酸单体，然后进行季铵化盐化，设计并合成了一系列具有不同结构和链长的线性聚异氰酸酯季铵盐（L-PQASs）。通过 H NMR 和 FT-IR 对所得化合物进行了表征。通过测定最小抑菌浓度（MICs），评估了不同结构和链长的 L-PQASs 对 （和 （的抗菌活性。L-POcQAS-M 具有最强的抗菌活性，对 的 MIC 为 27 μg/mL，对 的 MIC 为 32 μg/mL。当 L-PQASs 具有相同的聚合度时，L-PQASs 的抗菌活性顺序为 L-POcQAS-M > L-PBuQAS-M > L-PBnQAS-M > L-PDBQAS-M（线性、聚异氰酸酯季铵盐、单体、 = 50,100）。然而，当 L-PQASs 具有相同的侧链时，随着主链分子量的增加，抗菌活性降低。这些结果表明，L-PQASs 的抗菌活性取决于主链的结构和侧链的长度。此外，我们还发现 L-POcQAS-M 对 MK-28 胃癌细胞具有显著的杀伤作用。
