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新型蒽和芘基席夫碱衍生物的合成、抗氧化-抗菌活性的生物学评价及计算研究

Synthesis, biological evaluation of antioxidant-antibacterial activities and computational studies of novel anthracene- and pyrene-based Schiff base derivatives.

作者信息

GÜmÜŞ Ayşegül, OkumuŞ Veysi, GÜmÜŞ Selçuk

机构信息

Department of Chemistry, Faculty of Science, Van Yüzüncü Yıl University, Van Turkey.

Department of Biology, Faculty of Arts and Sciences, Siirt University, Siirt Turkey.

出版信息

Turk J Chem. 2020 Aug 18;44(4):1200-1215. doi: 10.3906/kim-2005-61. eCollection 2020.

DOI:10.3906/kim-2005-61
PMID:33488222
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7751929/
Abstract

Schiff base derivatives with anthracene- and pyrene-based units, and were synthesized (89%-99% yields). Schiff base derivatives were designed to possess an heterocyclic moiety on one side to enhance the coordination ability towards metals. To investigate the biological assay of the newly synthesized compounds, their DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging, metal chelating, reducing power, antibacterial and DNA binding activities were tested. (63.1%) showed the maximum free radical scavenging activity among all. However, compound at concentration of 200 μg/mL possessed the highest metal chelating (45.8%) activity and power of reduction. In addition, and showed antibacterial activity against all bacteria tested and both compounds were very well bound to CT-DNA. Density functional theory method with B3LYP/6-311++G(d,p) basis set was performed to get information about the structural and electronic properties of the present compounds. In addition, the metal coordination properties of the dimers of the parent Schiff bases were investigated through interactions with Zn.

摘要

合成了带有蒽基和芘基单元的席夫碱衍生物(产率为89%-99%)。设计席夫碱衍生物使其一侧具有杂环部分,以增强对金属的配位能力。为了研究新合成化合物的生物活性,测试了它们的DPPH(2,2-二苯基-1-苦基肼)自由基清除、金属螯合、还原能力、抗菌和DNA结合活性。(63.1%)在所有化合物中表现出最大的自由基清除活性。然而,化合物在200μg/mL浓度下具有最高的金属螯合活性(45.8%)和还原能力。此外,和对所有测试细菌均表现出抗菌活性,且两种化合物都能很好地与CT-DNA结合。采用密度泛函理论方法,以B3LYP/6-311++G(d,p)基组获取有关当前化合物结构和电子性质的信息。此外,通过与锌的相互作用研究了母体席夫碱二聚体的金属配位性质。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3366/7751929/a862d4becdae/turkjchem-44-1200-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3366/7751929/a862d4becdae/turkjchem-44-1200-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3366/7751929/a862d4becdae/turkjchem-44-1200-sch001.jpg

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