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磺胺异恶唑偶氮染料衍生物的金属螯合物:合成、结构确证、抗菌、抗肿瘤、DNA结合及分子对接模拟

Metal Chelates of Sulfafurazole Azo Dye Derivative: Synthesis, Structure Affirmation, Antimicrobial, Antitumor, DNA Binding, and Molecular Docking Simulation.

作者信息

El-Ghamry Hoda A, Al-Ziyadi Rajaa O, Alkhatib Fatmah M, Takroni Khadiga M, Khedr Abdalla M

机构信息

Chemistry Department, Faculty of Applied Science, Umm Al-Qura University, Makkah, Saudi Arabia.

Chemistry Department, Faculty of Science, Tanta University, Tanta, Egypt.

出版信息

Bioinorg Chem Appl. 2023 Apr 22;2023:2239976. doi: 10.1155/2023/2239976. eCollection 2023.

Abstract

A series of divalent and one trivalent metal chelates of the azo ligand resulting from coupling of sulfafurazole diazonium chloride with resorcinol have been designed and synthesized. Structure investigation of the isolated chelates have been achieved by applying spectroscopic and analytical tools which collaborated to assure the formation of the metal chelates in the molar ratios of 1L: 1M for Ni(II), Co(II), and Fe(III) chelates, where Cu(II) and Zn(II) complexes formed in the ratio 2L : 1M. The geometrical arrangement around the metal canters was concluded from UV-Vis spectra to be octahedral for all metal chelates. The attachment of the ligand to the metal ions took place through the azo group nitrogen and o-hydroxyl oxygen through proton displacement leading to the ligand being in monobasic bidentate binding mode. Antimicrobial and antitumor activities of the interested compounds have been evaluated against alternative microorganisms and cancer cells, respectively, in a trial to investigate their extent of activity in addition to docking studies. The mode of interaction of the compounds with SS-DNA has been examined by UV-Vis spectra and viscosity studies.

摘要

设计并合成了一系列由磺胺异恶唑重氮氯化物与间苯二酚偶联生成的偶氮配体的二价和一种三价金属螯合物。通过应用光谱和分析工具对分离出的螯合物进行结构研究,这些工具共同确保了镍(II)、钴(II)和铁(III)螯合物以1L:1M的摩尔比形成金属螯合物,而铜(II)和锌(II)配合物以2L : 1M的比例形成。从紫外可见光谱得出,所有金属螯合物中金属中心周围的几何排列为八面体。配体通过偶氮基团的氮和邻羟基氧通过质子置换与金属离子结合,导致配体处于一元双齿结合模式。除了对接研究外,还分别针对替代微生物和癌细胞评估了相关化合物的抗菌和抗肿瘤活性,以研究它们的活性程度。通过紫外可见光谱和粘度研究考察了化合物与SS-DNA的相互作用模式。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/240a/10234726/f38ed4de3c2d/BCA2023-2239976.001.jpg

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