Department of Chemistry, Science Faculty, Selcuk University, Turkey.
Department of Biology, Science Faculty, Selcuk University, Turkey.
Bioorg Chem. 2022 Feb;119:105507. doi: 10.1016/j.bioorg.2021.105507. Epub 2021 Nov 22.
Preparation and comprehensive characterization of three Schiff base ligands; with trimethoxy substitution (1E,1'E)-N,N'-(naphthalene-1,5-diyl)bis(1-(3,4,5-trimethoxyphenyl)methanimine, 1, with ortho-hydroxy substitution 6,6'-((1E,1'E)-(naphthalene-1,5-diylbis(azaneylylidene))bis(methaneylylidene))bis(2-methoxyphenol), 2 and 3,4-bis(((E)-2-hydroxy-3-methoxy benzylidene)amino)benzoicacid, 3 and their Ni(II), Cu(II), Co(II), Zn(II), Fe(II), Mn(II) complexes have been reported. Their spectral properties were studied in solution and solid-state by a combination of different analytical techniques; FT-IR spectroscopy, H NMR and C NMR spectroscopy, elemental analysis and thermal analysis. Diamagnetic and paramagnetic natures of the complexes were also determined by magnetic susceptibility measurements in solid-state. Promising photophysical properties were observed as; A were recorded at 226 nm for 2; at 795 nm for 2-Ni, at 782 nm for 2-Cu, at 784 nm for 2-Co, at 702 nm for 2-Zn, at 784 nm for 2-Fe, at 702 nm for 2-Mn and at 289 nm for 3, at 786 nm for 3-Ni, at 797 nm for 3-Cu, at 746 nm for 3-Co, at 794 nm for 3-Zn, at 699 nm for 3-Fe, at 781 nm for 3-Mn ; and I were also recorded at; 380, 490, 725 nm for 2 and 2-Metal; 375 nm, 510 nm, 725 nm for 3 and 3-Metal when excitated at 220 nm. Antibacterial activities against different microorganisms; Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Klebsiella pneumoniae ATCC 70603, Staphylococcus aureus ATCC 43,300 (MRSA), Salmonella enteritidis ATTC 13076, Sarcina lutea ATCC 9341, Bacillus cereus ATTC 11778, and antifungal activities against Candida albicans NRRL Y-417 of the compounds 1, 2, 3, 2-Cu, 2-Fe, 3-Zn, 3-Fe were determined. Mutagenic properties of the compounds were also studied and according to the results 2-Cu and 3 have been found non-mutagenic in Ames test but also they have strong antimicrobial potential against pathogen microorganisms. For 2-Cu MIC values were ranging between 0.39 and 0.024 mg/ml and the lowest minimum inhibitory concentration (0.024 mg/ml) was determined against E. coli. The 3 numbered compound revealed strong antimicrobial activity at doses of ranging between 0.39 and 0.097 mg/ml and E. coli was the most sensitive bacterium against this chemical.
三种席夫碱配体的制备及综合表征；具有三甲氧基取代基（1E，1'E）-N，N' -（萘-1,5-二基）双（1-（3,4,5-三甲氧基苯基）亚甲胺），1，具有邻羟基取代基 6,6'-（（1E，1'E）-（萘-1,5-二基双（亚氨基））双（亚甲氨基））双（2-甲氧基苯酚），2 和 3,4-双（（E）-2-羟基-3-甲氧基苯亚甲基）氨基）苯甲酸，3 及其 Ni(II)、Cu(II)、Co(II)、Zn(II)、Fe(II)、Mn(II)配合物已被报道。通过不同分析技术的组合，在溶液和固态中研究了它们的光谱性质；FT-IR 光谱、H NMR 和 C NMR 光谱、元素分析和热分析。还通过固态磁化率测量确定了配合物的抗磁性和顺磁性性质。观察到有前途的光物理性质；2 的记录在 226nm 处；2-Ni 在 795nm 处，2-Cu 在 782nm 处，2-Co 在 784nm 处，2-Zn 在 702nm 处，2-Fe 在 784nm 处，2-Mn 在 702nm 处，2 在 289nm 处，3 在 786nm 处，3-Ni 在 797nm 处，3-Cu 在 746nm 处，3-Co 在 746nm 处，3-Zn 在 794nm 处，3-Fe 在 699nm 处，3-Mn 在 781nm 处；在 2 和 2-Metal 处也记录了 I 在 380、490、725nm 处；在 3 和 3-Metal 处记录了 220nm 激发时的 375nm、510nm、725nm。对不同微生物的抗菌活性；大肠杆菌 ATCC 25922、铜绿假单胞菌 ATCC 27853、肺炎克雷伯菌 ATCC 70603、金黄色葡萄球菌 ATCC 43300（MRSA）、肠炎沙门氏菌 ATTC 13076、藤黄微球菌 ATCC 9341、蜡样芽孢杆菌 ATCC 11778 和对化合物 1、2、3、2-Cu、2-Fe、3-Zn、3-Fe 的白色念珠菌 NRRL Y-417 的抗真菌活性进行了测定。还研究了化合物的致突变性质，根据结果发现 2-Cu 和 3 在 Ames 试验中是非致突变的，但它们对病原体微生物也具有很强的抗菌潜力。对于 2-Cu，MIC 值在 0.39 和 0.024mg/ml 之间，对大肠杆菌的最低最小抑菌浓度（0.024mg/ml）。编号为 3 的化合物在 0.39 和 0.097mg/ml 的剂量范围内表现出很强的抗菌活性，大肠杆菌是对这种化学物质最敏感的细菌。
