Department of Chemistry, Istanbul Technical University, 34469 Maslak, Istanbul, Turkey.
Food Processing Programme, Technical Science Vocational School, Mersin University, 33343 Yenisehir, Mersin, Turkey.
J Inorg Biochem. 2022 Sep;234:111888. doi: 10.1016/j.jinorgbio.2022.111888. Epub 2022 Jun 3.
In this study, a new tetra-substituted phthalonitrile (diethyl 2-(2-chloro-4,5-dicyano-3,6-bis(hexyloxy)phenyl)malonate) bearing three different substituents was synthesized and characterized. Due to the basic medium, transesterification occurred during the synthesis of the target phthalocyanines [M = Zn (II), Cu (II), Co (II), In (III), Lu (III)] in n-pentanol and the ethyl groups were replaced with pentyl groups. The biological features of the resultant compounds were studied for the first time in this study. All the compounds exhibited high antioxidant, antimicrobial, and DNA cleavage activities. The highest antioxidant activity was obtained 90.39% for lutetium phthalocyanine at 100 mg/L. The most effective MIC value was obtained 8 mg/L against Candida parapisilosis. The most effective microbial cell viability inhibition was obtained 100% for cobalt and lutetium phthalocyanines. They exhibited excellent biofilm inhibiton activities. Higher biofilm inhibition was achieved using light irradiation. The compounds exhibited higher biofilm inhibition activities with photodynamic against Staphylococcus aureus compared with Pseudo aureginosa.
在这项研究中，合成并表征了一种新型四取代的苯并二氮杂萘（二乙酯 2-（2-氯-4,5-二氰基-3,6-双（己氧基）苯基）丙二酸酯），它带有三个不同的取代基。由于反应介质呈碱性，目标酞菁[M=Zn（II），Cu（II），Co（II），In（III），Lu（III）]在正戊醇中的合成过程中发生了酯交换反应，而乙基被戊基取代。本研究首次研究了所得化合物的生物学特性。所有化合物均表现出高抗氧化、抗菌和 DNA 切割活性。在 100mg/L 时，镥酞菁的抗氧化活性最高，为 90.39%。对近平滑假丝酵母的最小抑菌浓度（MIC）值最低，为 8mg/L。钴和镥酞菁对微生物细胞活力的抑制作用最强，达到 100%。它们表现出优异的生物膜抑制活性。光照能显著提高化合物的生物膜抑制活性。与铜绿假单胞菌相比，化合物对金黄色葡萄球菌的光动力抑制作用更高。
