含二茂铁的硒脲的合成、化学表征、DNA结合、抗氧化、抗菌和抗真菌活性

Synthesis, chemical characterization, DNA binding, antioxidant, antibacterial, and antifungal activities of ferrocence incorporated selenoureas.

作者信息

Hussain Raja Azadar, Badshah Amin, Tahir Muhammad Nawaz, Bano Asghari

机构信息

Coordination Chemistry Laboratory, Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan.

出版信息

J Biochem Mol Toxicol. 2014 Feb;28(2):60-8. doi: 10.1002/jbt.21536. Epub 2013 Nov 14.

DOI:10.1002/jbt.21536

PMID:24243646

Abstract

Ferrocene-incorporated selenoureas 1-(4-methoxybenzoyl)-3-(4-ferrocenylphenyl)selenourea (P4Me), 1-(3-methoxybenzoyl)-3-(4-ferrocenylphenyl)selenourea (P3Me), and 1-(2-methoxybenzoyl)-3-(4-ferrocenylphenyl)selenourea (P2Me) were synthesized and characterized by nuclear magnetic resonance, Fourier transform infrared spectroscopy, atomic absorption spectroscopy, CHNS, and single-crystal X-ray diffraction. DNA interaction of the compounds was investigated with cyclic voltammetry, UV-visible spectroscopy, and viscometry, which is a prerequisite for anticancer agents. Drug-DNA binding constant was found to vary in the sequence: K(P4Me) (4.9000 × 10⁴ M⁻¹) > K(P2Me) (2.318 × 10⁴ M⁻¹) > K(P3Me) (1.296 × 10⁴ M⁻¹). Antioxidant (1,1-diphenyl-2-picrylhydrazyl), antifungal (against Faussarium solani and Helmentosporium sativum), and antibacterial (against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, and Bacillus subtilis) activities have also been reported in addition.

摘要

合成了含二茂铁的硒脲类化合物1-(4-甲氧基苯甲酰基)-3-(4-二茂铁基苯基)硒脲(P4Me)、1-(3-甲氧基苯甲酰基)-3-(4-二茂铁基苯基)硒脲(P3Me)和1-(2-甲氧基苯甲酰基)-3-(4-二茂铁基苯基)硒脲(P2Me)，并通过核磁共振、傅里叶变换红外光谱、原子吸收光谱、CHNS分析和单晶X射线衍射对其进行了表征。采用循环伏安法、紫外可见光谱法和粘度测定法研究了这些化合物与DNA的相互作用，这是抗癌药物的一个先决条件。发现药物与DNA的结合常数按以下顺序变化：K(P4Me)(4.9000×10⁴ M⁻¹)>K(P2Me)(2.318×10⁴ M⁻¹)>K(P3Me)(1.296×10⁴ M⁻¹)。此外，还报道了它们的抗氧化活性(1,1-二苯基-2-苦基肼)、抗真菌活性(针对茄丝核菌和小麦根腐病菌)以及抗菌活性(针对大肠杆菌、铜绿假单胞菌、金黄色葡萄球菌和枯草芽孢杆菌)。