Department of Chemistry, Gebze Technical University, 41400 Gebze, Kocaeli, Turkey.
Department of Pharmaceutical Microbiology, Faculty of Pharmacy, University of Mersin, Turkey, TR-33343 Yenisehir, Mersin, Turkey.
Dalton Trans. 2022 May 17;51(19):7517-7529. doi: 10.1039/d2dt00652a.
New asymmetric Si(IV)Pc (1), monomeloxicammonotriethyleneglycolmonomethylether (phthalocyaninano)silicone, axially ligated with meloxicam as a non-steroidal anti-inflammatory drug (NSAID), or triethylene glycol monomethyl ether and symmetric Si(IV)Pc (2), diclofenac(phthalocyaninano)silicone, axially ligated with two diclofenac as NSAID, were synthesized and characterized as antioxidant and antimicrobial agents together with (3), ditriethyleneglycolmonomethylether(phthalocyaninano)silicone, and (4), dihydroxy(phthalocyaninano)silicone. The photophysical and photochemical properties of these compounds were investigated. Then, antioxidant assays, including 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferrous ion chelating activities, were performed for these Si(IV) phthalocyanine derivatives (1, 2, 3 and 4). The highest DPPH scavenging activity of 73.48% was achieved with compound 2 and the highest ferrous chelating ability of 66.42% was obtained with compound 3. The results of the antioxidant assays indicated that Pc derivatives 1, 2 and 3 have remarkable superoxide radical scavenging activities, and moderate 2,2-diphenyl-1-picrylhydrazyl activities and metal chelating activities. The antimicrobial effects of the Si(IV) phthalocyanine compounds were studied against six pathogenic bacteria and two pathogenic microfungi. The results for the antimicrobial activity of these compounds indicated that (ATCC 29212) was the most sensitive microorganism and (ATCC 27853) and subsp (ATCC 33152) were the most resistant microorganisms against the tested compounds. The DNA cleavage ability and microbial cell viability of these compounds were studied. The studied compounds demonstrated excellent DNA nuclease activity and exhibited 100% cell viability inhibition at 500 mg L. Also, the antimicrobial photodynamic therapy of the compounds was tested against (ATCC 25922) and significant photodynamic antimicrobial activity was observed. In addition, the effect of phthalocyanines on biofilm inhibition produced by (ATCC 25923) was also tested and 3 showed excellent biofilm inhibition of 82.14%.
新型不对称 Si(IV)Pc(1)，单甲氧基三乙撑二醇单甲醚（酞菁硅烷），轴向键合作为非甾体抗炎药（NSAID）的美洛昔康，或三乙撑二醇单甲醚和对称 Si(IV)Pc(2)，双氯芬酸（酞菁硅烷），轴向键合两个双氯芬酸作为 NSAID，被合成并作为抗氧化剂和抗菌剂进行了表征，与（3），二（三乙撑二醇单甲醚）（酞菁硅烷）和（4），二羟（酞菁硅烷）一起。研究了这些化合物的光物理和光化学性质。然后，对这些 Si(IV) 酞菁衍生物（1、2、3 和 4）进行了抗氧化测定，包括 2,2-二苯基-1-吡唑基肼（DPPH）和亚铁离子螯合活性。化合物 2 具有 73.48%的最高 DPPH 清除活性，化合物 3 具有 66.42%的最高亚铁螯合能力。抗氧化测定结果表明，Pc 衍生物 1、2 和 3 具有显著的超氧自由基清除活性，以及适度的 2,2-二苯基-1-吡唑基活性和金属螯合活性。研究了 Si(IV) 酞菁化合物对六种致病菌和两种致病真菌的抗菌作用。这些化合物的抗菌活性结果表明，（ATCC 29212）是最敏感的微生物，（ATCC 27853）和（subsp）（ATCC 33152）是对测试化合物最具抗性的微生物。研究了这些化合物的 DNA 切割能力和微生物细胞活力。研究的化合物表现出优异的 DNA 核酸酶活性，在 500mg/L 时表现出 100%的细胞活力抑制。此外，还测试了化合物的抗菌光动力疗法对（ATCC 25922）的作用，观察到显著的光动力抗菌活性。此外，还测试了酞菁对（ATCC 25923）产生的生物膜抑制的影响，结果表明 3 对生物膜的抑制作用达到 82.14%。
