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新型邻苯二甲腈/金属酞菁-金纳米粒子缀合物在生物应用中的研究

New phthalonitrile/metal phthalocyanine-gold nanoparticle conjugates for biological applications.

机构信息

Department of Chemistry, Istanbul Technical University, TR-34469 Istanbul, Turkey.

Food Processing Programme, Technical Science Vocational School, Mersin University, TR-33343 Yenisehir, Mersin, Turkey.

出版信息

Dalton Trans. 2022 Mar 15;51(11):4466-4476. doi: 10.1039/d2dt00041e.

DOI:10.1039/d2dt00041e
PMID:35229854
Abstract

The emergence of nanoscience and its effect on the development of diverse scientific fields, particularly materials chemistry, are well known today. In this study, a new di-substituted phthalonitrile derivative, namely 4,5-bis((4-(dimethylamino)phenyl)ethynyl)phthalonitrile (1), and its octa-substituted metal phthalocyanines {M = Co (2), Zn (3)} were prepared. All the newly synthesized compounds were characterized using a number of spectroscopic approaches, including FT-IR, mass, NMR, and UV-vis spectroscopy. The resultant compounds modified the surface of the gold nanoparticles (NG-1-3). Characterization of the newly synthesized conjugates was carried out by transmission electron microscopy. The antioxidant activity of compounds 1-3, NG-1-3, and NG was evaluated using the DPPH scavenging process and the highest radical scavenging activity was obtained with compounds 1, NG-1, 2, and NG-2 (100%). The antimicrobial activity of compounds 1-3, NG-1-3, and NG was studied using a microdilution assay and the most effective antimicrobial activity was obtained for NG-3 against all the tested microorganisms. The newly synthesized compounds demonstrated high DNA cleavage activity. Compounds 1-3, NG-1-3, and NG significantly inhibited the microbial cell viability of and exhibited perfect antimicrobial photodynamic therapeutic activity with 100% inhibition after 20 min LED irradiation. Besides, the biofilm inhibition activity of compounds 1-3, NG-1-3, and NG on the growth of and were examined and compounds 1-3 and NG-1-3, especially NG-1-3, displayed high biofilm inhibition activities.

摘要

纳米科学的出现及其对包括材料化学在内的多个科学领域的发展的影响,如今已是众所周知。在这项研究中,制备了一种新的二取代苯并二恶嗪衍生物,即 4,5-双((4-(二甲基氨基)苯基)乙炔基)苯并二恶嗪(1)及其八取代金属酞菁{ M = Co(2),Zn(3)}。所有新合成的化合物均通过多种光谱方法进行了表征,包括 FT-IR、质谱、NMR 和 UV-vis 光谱。所得化合物修饰了金纳米粒子(NG-1-3)的表面。通过透射电子显微镜对新合成的缀合物进行了表征。通过 DPPH 清除过程评估了化合物 1-3、NG-1-3 和 NG 的抗氧化活性,其中化合物 1、NG-1、2 和 NG-2(100%)表现出最高的自由基清除活性。使用微量稀释法测定了化合物 1-3、NG-1-3 和 NG 的抗菌活性,NG-3 对所有测试的微生物均表现出最强的抗菌活性。新合成的化合物表现出很高的 DNA 断裂活性。化合物 1-3、NG-1-3 和 NG 显著抑制了 和 的微生物细胞活力,并在 20 min LED 照射后表现出完美的抗菌光动力治疗活性,抑制率达到 100%。此外,还考察了化合物 1-3、NG-1-3 和 NG 对 和 的生物膜生长的抑制活性,结果表明,化合物 1-3 和 NG-1-3,特别是 NG-1-3,表现出很高的生物膜抑制活性。

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